Side Hustle to Small Business

Joshua Lipkin on transitioning from freelance to founder

Wed, 08 Apr 2026 06:00:00 -0500

With a background in media production, Joshua Lipkin, like many people in the media space, found himself freelancing. When he landed a large contract, he decided it was time to found GreyLee Creative, a full-service production and post-production company that focuses on crafting high-quality visual content that captivates and engages audiences. Sanjay and Joshua discuss Joshua’s transition from freelancer to business owner, finding your niche in the business, and starting Atlanta’s Editor Collective, a community of over 800 editors. Takeaways:

When to transition from freelance to business owner
Why you should build a networking community
Determining what to focus on when growing your business
The importance of relationships in growing your business

Chapters

00:00 Introduction and background

5:50 Shifting from freelancer to founder

11:08 Starting Atlanta Editors Collective

18:35 Advice for other entrepreneurs

21:15 Closing and contact

Find out more about Joshua and GreyLee Creative at https://www.greyleecreative.com/ At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #mediaproduction #creativeservices #freelancing

Gary Mendelson’s shift from Broadway to healthcare

Wed, 01 Apr 2026 06:00:00 -0500

Gary Mendelson is currently on his seventh career. After working on Broadway, Gary transitioned to retail ownership, before becoming a Massage Therapist and the Founder of The Massage Garage, a full-service massage practice focused on delivering results-driven massages to get you moving again. Sanjay and Gary discuss Gary’s theatre background the inspiration for his career, how lessons he learned in the retail space translate into healthcare, and how addiction has molded him into a better person and business owner. Takeaways:

How various backgrounds can inform your current work
The importance of wellness in entrepreneurship
The importance of education in pain management
How a passion for helping others drives work and personal fulfillment

Chapters

00:00 Introduction

9:16 Moving states

12:25 Transferable skills in business

15:49 Advice for other entrepreneurs

17:21 Closing and contact

Learn more about Gary and The Massage Garage at https://themassagegarage.net/ At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #massagetherapy #entrepreneurship #healthcare

Turning fun into profit: Paul Baillie on Shift Arcade’s growth

Wed, 25 Mar 2026 06:00:00 -0500

What does it really take to build a profitable arcade business from scratch and scale it into a franchise? In this episode of Side Hustle to Small Business, Sanjay sits down with Paul Baillie, Co-Founder of Shift Arcade, to unpack the journey of building a modern arcade brand through bootstrapping, smart growth, and strategic franchising. Paul shares how Shift Arcade went from a simple idea into a thriving entertainment business, the realities of funding a startup without outside investors, and the lessons learned while preparing to franchise. This conversation is packed with practical insights for entrepreneurs looking to turn passion-driven ideas into scalable businesses. Topics include:

Building an arcade business from the ground up
Bootstrapping versus raising capital
Creating memorable customer experiences
Preparing your business model for franchising

Chapters

00:00 Introduction

2:45 Building Shift Arcade

9:41 Overcoming nerves

12:18 Expanding the business

19:19 Advice for other entrepreneurs

21:02 Closing and contact

Learn more about Shift Arcade at https://shiftarcade.com/ At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #franchising #bootstrapping #startupjourney

Creating sensory-safe spaces with Stephanie Lee Jackson

Wed, 04 Mar 2026 07:00:00 -0500

In this episode of Side Hustle to Small Business, Sanjay speaks with Stephanie Lee Jackson, founder of Practical Sanctuary, about how sensory-aware interior design can transform daily life, especially for neurodivergent individuals. Stephanie shares her journey through multiple career shifts and why creating calm, supportive spaces is essential for mental health, productivity, and well-being. What you’ll learn: • What sensory interior design is and who it’s for • Practical ways to reduce sensory overwhelm at home and work • Why boundaries are essential for entrepreneurs and creatives • How to navigate multiple career shifts while building a business Chapters

00:00 Introduction and background

15:35 Balancing multiple businesses

18:30 Writing a book

27:30 Reflecting on the business

29:27 Closing and contact

Learn more about Stephanie and Practical Sanctuary at practicalsanctuary.com At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #interiordesign #entrepreneurship #sensorydesign

Mic Foster launches No Gifts Please to solve toy clutter

Wed, 25 Feb 2026 07:00:00 -0500

Mic Foster is the founder of No Gifts Please, an online registry platform focused on creating meaningful experiences for children, over gift-giving. Mic shares how watching unused toys pile up after his daughters’ birthdays sparked the idea for a platform that helps families rethink gifting, reduce waste, and create more meaningful celebrations. Mic and Sanjay dive into Mic’s background as a serial entrepreneur, the lessons learned from multiple startups, and the moment he realized the world didn’t need more toys, it needed a better way to give. They also unpack how No Gifts Please survived explosive early growth, the operational challenges that came with scaling fast, and how Mic stayed grounded during intense periods of pressure and uncertainty. What You’ll Learn:

How serial entrepreneurship shaped Mic’s approach to building No Gifts Please
Why solving a personal pain point can unlock powerful business ideas
The realities of extreme startup growth and how to survive it
Lessons in leadership, resilience, and long-term vision

Chapters

00:00 Introduction and background

8:18 Overcoming nerves

14:38 Starting No Gifts Please

23:46 Work-life balance

25:51 Technology and Apps

31:10 Advice for other entrepreneurs

32:08 Closing and contact

Learn more about Mic and No Gifts Please at https://nogiftsplease.com/ At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #startupgrowth #founderstory #smallbusiness

Chris Brady on turning a single location into a franchise

Wed, 18 Feb 2026 07:00:00 -0500

What does it really take to turn a food truck into a franchise? In this episode of Side Hustle to Small Business, Chris Brady, co-founder of Timber Pizza, shares how he and his partner grew their business from making pizza out of a 1967 Chevy to operating a restaurant brand with multiple franchised locations across the United States. Chris walks through the early scrappy days of the business, the moment they realized Timber Pizza could scale, and the practical realities of building a franchise system from scratch. This conversation goes deep on what founders often underestimate about franchising, how to protect brand quality as you grow, and what needs to be in place before expanding beyond a single location. What you’ll learn: • How Timber Pizza evolved from a mobile operation to a franchise model • The systems and processes needed before franchising • Common mistakes founders make when scaling too quickly • How to maintain brand consistency across multiple locations • What Chris would do differently if he were starting again Chapters

00:00 Introduction and Background

9:32 Franchising the business

28:13 Health and Wellness

29:17 Advice for other entrepreneurs

31:46 Closing and contact

Learn more about Timber Pizza at timberpizza.com. At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #smallbusiness #franchising #foodbusiness

Greg Cantori builds an accessibility business from nonprofit roots

Wed, 11 Feb 2026 07:00:00 -0500

In this episode, Sanjay speaks with Greg Cantori, founder of Little Deeds Accessibility Solutions, about how his background in the nonprofit sector led him into the construction space, and ultimately to building a growing accessibility-focused business. Greg shares how years of working in nonprofits shaped his understanding of impact, why accessibility for older adults is both a social need and a business opportunity, and how simple home modifications, like installing shower grab bars, can dramatically improve quality of life. What you’ll learn: • How nonprofit experience can translate into strong entrepreneurial skills • Why accessibility is an increasingly important (and underserved) market • How to move from service work to a scalable business model • What it takes to expand a local business into a national service • How purpose and profitability can coexist Chapters

00:00 Introduction

4:02 Building Little Deeds

8:51 Scaling revenue

16:30 Moving internationally while running a business

27:16 Reflecting on the business

29:22 Advice for other entrepreneurs

30:44 Closing and contact

Learn more about Little Deeds Accessibility Solutions at littledeeds.com At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com. #entrepreneurship #accessibility #nonprofit

Marisol Colette on merging her two passions into one business

Wed, 04 Feb 2026 07:00:00 -0500

In this episode, Marisol Colette, founder of Sol Reflections, shares how she combined two seemingly different passions, therapy and fashion styling, into a single, transformative business. Tune in as Sanjay and Marisol discuss how she approached pricing her services, what it took to hire a full-time employee for the first time, and how she built a model that supports both personal expression and emotional wellbeing. Whether you’re growing a service-based business or trying to merge multiple passions into one career, this conversation offers practical insight and honest reflection. What you’ll learn: • How Marisol combined therapy and fashion into one aligned business • How she approached pricing when her services evolved • What founders should know before hiring their first full-time employee • The mindset shifts that help creatives build sustainable businesses • How personal identity and entrepreneurship connect Chapters:

00:00 Introduction and background

5:30 Starting the business

13:53 Maintaining multiple businesses

20:12 Overcoming nerves

21:50 Hiring

24:55 Balancing work and life

28:35 Advice for other entrepreneurs

30:17 Reflecting on the business

31:49 Closing and contact

Learn more about Marisol Colette and Sol Reflections: solreflection.com #entrepreneurship #smallbusiness #womeninbusiness At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com.

Rachel Lundberg leads Thrive Yoga and Wellness through community building

Wed, 28 Jan 2026 07:00:00 -0500

Rachel Lundberg is the founder of Thrive Yoga and Wellness in Oregon City, Oregon, a wellness center that aims to reconnect and nourish your body and mind. Rachel and Sanjay discuss her early journey into yoga, her approach to building a supportive and inclusive studio environment, and why community connection is essential for long-term success in the wellness industry. What you’ll learn: • How Rachel transitioned into ownership at Thrive Yoga and Wellness • Why community plays a central role in wellness-based businesses • How early personal experiences can shape an entrepreneurial path • Practical lessons for growing a mission-driven yoga or wellness studio Chapters:

00:00 Introduction

2:18 Buying an existing business

8:15 Rachel’s yoga background

10:43 Shifting roles

18:09 Successes and failures

23:57 Exercise and wellness

26:16 Reflecting on the business

27:58 Closing and contact

Learn more about Rachel and Thrive Yoga and Wellness here: https://www.thriveyogaoc.com/ #smallbusinesss #yoga #hiscoxbusiness At Hiscox, we believe in supporting entrepreneurs who bring bold ideas and strong communities to life. Explore resources and coverage options to help protect and grow your business at Hiscox.com.

Jodi Peterman builds a client-focused interior design practice

Wed, 21 Jan 2026 07:00:00 -0500

Jodi Peterman is the owner of Elizabeth Erin Designs, a full-service interior design firm known for creating timeless, functional spaces tailored to each client’s lifestyle. What began as Jodi’s passion for design has grown into a respected business serving clients with a commitment to exceptional service and practical, elegant solutions. In this episode of the Side Hustle to Small Business® Podcast, Jodi shares her journey as a design founder and entrepreneur. She and Sanjay discuss how to choose the right interior designer, the importance of staying within budget, and the realities of balancing business ownership with maintaining mental health and managing stress. What You’ll Learn: • How to evaluate and select the right interior designer for your project • Strategies for creating beautiful spaces without going over budget • What it takes to grow and manage a successful design business • How entrepreneurs can maintain balance, reduce stress, and protect their well-being Learn more about Elizabeth Erin Designs at https://elizabetherindesigns.com Chapters:

00:00 Opening and introduction

8:16 Finding the right client

16:57 Pleasing your clients

19:48 Staying in budget

21:03 Balancing life and work

23:39 Balancing offices across the country

26:44 Advice for other entrepreneurs

28:05 Closing and contact

#SmallBusiness #InteriorDesign #HomeDesign At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Lesle Lane expands a family enterprise

Wed, 14 Jan 2026 07:00:00 -0500

Lesle Lane is the third-generation owner of Studio 13 Corporate Photography, which began as a family business founded by her grandparents and has evolved into a respected photography studio known for its craft, consistency, and client-focused approach. Her leadership continues a legacy built over decades, with a focus on adapting to new technologies while honoring the studio’s original artistic vision. In this episode, Lesle shares her inspiring journey from taking over the studio in 1992 to navigating the challenges of running a multi-generational business. She and host Sanjay discuss how youth sports can lay the foundation for entrepreneurship, how to maintain quality and consistency as you hire, and what it takes to preserve a legacy while continuing to grow. What you’ll learn: • How to successfully lead and evolve a multi-generational family business • The connection between youth sports and entrepreneurial resilience • Strategies for maintaining quality and consistency when hiring • The story behind Studio 13 Photography’s long-term success Learn more about Studio 13 Corporate Photography at https://www.studio13online.com/ Chapters:

00:00 Introduction and Background

7:28 Taking over a family business

11:49 Maintaining family legacy

14:00 Shifting the business’s focus

15:50 Expanding the business

18:55 Incorporating AI into the business

23:43 Work-life balance

28:43 Reflecting on the business

30:43 Advice for other entrepreneurs

31:55 Closing and contact

#SmallBusiness #Photography #Podcast At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Miriam Schulman built a life around her creative work

Wed, 07 Jan 2026 07:00:00 -0500

Miriam Schulman is the Founder of Schulman Art, which began as a resource for creative entrepreneurs and has evolved into a comprehensive coaching service helping artists turn their talents into sustainable businesses. Her innovative approach supports artists’ success through mentorship, educational resources, and community-building. In this episode of the Side Hustle to Small Business® Podcast, Miriam shares her inspiring journey from working in corporate finance to launching Schulman Art. She and host Sanjay discuss monetizing creativity, building supportive communities for artists, overcoming challenges as a creative entrepreneur, and her book "Artpreneur". What You’ll Learn: • How to transform a creative passion into a sustainable business • Strategies for monetizing and marketing artistic work • Building supportive communities for creative entrepreneurs • The story behind launching Artpreneur and empowering artists Learn more about Miriam and Schulman Art at https://www.schulmanart.com/ Chapters:

00:00 Introduction and background

8:30 Overcoming nerves

12:00 Building a coaching business

15:33 Challenges artists face

19:42 Balancing life and work

25:58 Incorporating AI into your business

27:55 Reflecting on the business

29:55 Advice for other entrepreneurs

30:32 Closing and contact

#SmallBusiness #SideHustle #art

RERUN: Bartender Launches Restaurant Empire: Brian Parenteau's Story

Wed, 31 Dec 2025 07:00:00 -0500

Brian Parenteau never planned to work weekends, but bartending sparked his passion for the restaurant industry. Rising through the ranks and gaining experience helping launch new venues, Brian realized it was time to take control and build his own business.

Now the proud owner of four unique restaurants and bars in Florida, Brian shares his candid journey through first-year losses, pandemic pivots, and elevating his concepts to stay ahead in a competitive market. He also offers practical insights into buying versus starting businesses and how staying humble helped him succeed.

If you’re interested in entrepreneurship in the hospitality industry or love stories about turning passion into profit, this episode is a must-watch.

What You’ll Learn:

- How to turn hospitality experience into business ownership

- Pros and cons of buying vs. starting restaurants

- Navigating first-year financial challenges

- Adapting strategies amid a pandemic

- Building a distinct brand with elevated concepts

- Tools and apps that streamline restaurant management

Chapters:
00:00 Introduction & Background
05:13 Humbling Roots
07:55 Buying vs. Starting a Business
10:04 Lessons from First Year Losses
12:42 Pivoting Through the Pandemic
16:14 Creating Elevated & Edgier Concepts
18:14 Bartender to Entrepreneur
23:12 Inspiration from Sam Malone at Cheers
26:20 Embracing Humility
28:45 Best Apps for Restaurateurs
30:07 Closing

#SmallBusiness #Insurance #Side Hustle

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Explore inspiring stories and practical advice from entrepreneurs by listening to more episodes of the Side Hustle to Small Business® Podcast: https://www.youtube.com/@HiscoxSmallBusinessInsurance/podcasts

RERUN: How to leverage AI for your small business

Wed, 24 Dec 2025 07:00:00 -0500

Joselyne Walter has seen her fair share of corporate jobs. In these environments, even with large budgets, she found that there was a gap in resources. It was then that she got the idea for The Digg Agency, a marketing agency that helps organizations execute high scale projects. By leveraging AI, Joselyne efficiently scaled her business during its early stages, paving the way for long-term success.

In this episode, you'll learn:

Incorporating AI into your business
Having a safety net
Prioritizing family while growing a business

Chapters

00:00 – Intro

4:44 – Starting The Digg Agency

8:40 – Managing Work-Life Balance

9:50 – Maintaining Exercise Practices

11:55 – The Impact of AI

13:30 – Challenges of Incorporating AI

14:36 – Upcoming Trends and Tools in AI

15:48 – Impact of AI on Teams

16:56 – Reflecting on Past Mistakes

17:56 – Advice from Joselyne

21:31 – Closing & Contact

Learn more at: https://www.thediggagency.com/

#smallbusiness #AI #agency

Aquila Mendez-Valdez scales through franchising and community

Wed, 17 Dec 2025 07:00:00 -0500

Aquila Mendez-Valdez is the Founder of Haute in Texas, which began as a personal blog and has evolved into a full-service public relations agency empowering women-led businesses. Her innovative approach combines storytelling, strategy, and community to help brands grow with authenticity and purpose. In this episode, Aquila shares her inspiring journey from launching a business while pregnant to scaling her company into a thriving agency. She and Sanjay discuss hiring your first employee, creating a franchise model, and the importance of surrounding yourself with a strong, supportive community. What You’ll Learn: • How to build a business while balancing family and entrepreneurship • When and how to hire your first employee • What it takes to develop a franchise model • The power of community in sustaining business growth Learn more about Haute in Texas at https://hitpr.com/ Chapters

00:00 Introduction and background

5:53 Overcoming nerves

11:31 Growing a company culture

13:42 Differentiating your company

17:23 Advice for small businesses

20:12 Scaling the business

24:52 Balancing work and life

30:08 Closing and contact

#SmallBusiness #PublicRelations #Podcast At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Patty Durrell transforms physical therapy into a thriving gym

Wed, 10 Dec 2025 06:00:00 -0500

Patty Durrell is a Physical Therapist and the Founder of Rock Solid Fitness, based in Dunedin, Florida. Having seen gyms close around her while working with clients in other facilities, she decided to open Rock Solid Fitness to create a sustainable, client-focused environment. Her innovative approach combines expert physical therapy with fitness training, supporting clients’ long-term health and performance. In this episode of the Side Hustle to Small Business® Podcast, Patty shares the challenges of running a gym during COVID-19, training and empowering staff, and her thoughts on business partnerships. What You’ll Learn: • Strategies for managing and growing a fitness business • Training staff to provide consistent, high-quality client experiences • How Patty overcame the challenges of running a gym during a pandemic • Building successful community connections Learn more about Rock Solid Fitness at https://www.rocksolidfitnessfl.com/ Chapters:

00:00 Introduction and background

5:31 Overcoming nerves

8:25 Finding your first clients

15:14 Surviving COVID

20:33 Balancing work and life

27:31 Reflecting on the business

30:09 Advice for other entrepreneurs

31:01 Closing and contact

#Fitness #Entrepreneurship #SideHustle At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Katherine Klimitas built a career from her childhood passion

Wed, 03 Dec 2025 06:00:00 -0500

Katherine Klimitas is the Founder of KAK Art & Designs, which began as a childhood hobby painting animals for her parents’ veterinary clients and has evolved into a thriving business specializing in pet portraits and graphic design. Her innovative approach supports artists and pet lovers alike through personalized artwork and creative design solutions.

In this episode of the Side Hustle to Small Business® Podcast, Katherine shares her inspiring journey from using art as a way to engage during childhood limitations to building a successful creative business. She and host Sanjay discuss turning a passion into profit, developing a unique artistic style, and growing a business centered on creativity and connection.

What You’ll Learn:

• How to turn a personal hobby into a thriving creative business

• Strategies for marketing and selling custom artwork

• Building a brand that connects with clients emotionally

• The story behind KAK Art & Designs and Katherine’s unique artistic journey

Learn more about KAK Art & Designs at https://kakartnola.com/

Chapters:

00:00 Introduction and background

11:10 Building the business and getting clients

15:00 Finding the proper rates

17:00 Setbacks in the business

19:22 Dealing with rejection

21:55 Balancing life and work

23:46 Engaging with community

25:43 Reflecting on the business

28:40 Technology and app suggestions

30:22 Advice for other entrepreneurs

31:49 Closing and contact

#SmallBusiness #art #graphicdesign

Robert Carnes grows a freelance writing business while working in marketing

Wed, 26 Nov 2025 07:00:00 -0500

Robert Carnes is a freelance copywriter and author who started his copywriting business while working full-time in marketing. What began as a creative outlet has grown into a thriving freelance practice, helping clients craft compelling content and develop their brands. In this episode of the Side Hustle to Small Business® Podcast, Robert shares his journey from balancing a full-time marketing career with a side hustle to building a successful copywriting business. He and host Sanjay discuss the evolving role of AI in writing, strategies for overcoming imposter syndrome, and the lessons he’s learned as an author and entrepreneur. What You’ll Learn: • How to launch a copywriting business alongside full-time work • Leveraging AI tools to enhance creativity and efficiency • Building confidence and overcoming imposter syndrome as a writer • Tips for turning writing skills into multiple revenue streams Learn more about Robert Carnes at https://www.jamrobcar.com/ Chapters

00:00 Introduction and background

5:52 Scaling the business

8:28 Using automation in the business

10:44 Robert’s authorship

19:37 Work-life balance

23:30 Overcoming nerves

31:47 Closing and contact

The importance of networking in small business

Wed, 19 Nov 2025 06:00:00 -0500

After more than a decade leading operations and project management, Keith Williamson decided it was time for a new challenge. He founded Order and Scale Consulting, an agency helping businesses improve project management, workflow design, and team development. In this episode, Keith shares what it’s like to launch a consulting business, why networking matters more than ever, and how putting yourself out there can open new doors.

Chapters

00:00 Introduction and background

6:07 Building the business

17:24 Work-life balance

19:57 Finding clients and networking

29:21 Overcoming nerves

30:39 Closing and contact

Learn more about Keith and Order and Scale Consulting here: https://www.orderandscaleconsulting.com/

#SmallBusiness #podcast #SideHustle

Building The Donut Trap from scratch

Wed, 12 Nov 2025 06:00:00 -0500

Bradley Taylor is the founder of The Donut Trap, a donut, coffee, and ice cream shop in Saint Paul, Minnesota. After returning home from college in Los Angeles, he noticed the lack of quality donuts in his community and set out to fill that gap. What began as an idea has grown into both a storefront and a donut vending machine. Beyond serving sweets, Bradley is dedicated to empowering Black youth and people of color to explore and pursue entrepreneurship.

Chapters

00:00 Introduction and background

4:37 Building The Donut Trap

7:54 Overcoming nerves

10:41 Opening a storefront

13:01 Expanding into vending machines

18:43 Creating the branding and mission

21:46 Work-life balance

23:25 Staying creative

24:35 Staying involved in the community

26:53 Looking to the future

27:36 Reflecting on the business

29:46 Advice for other entrepreneurs

30:46 Closing and contact

Inside the proposal planning business

Wed, 05 Nov 2025 06:00:00 -0500

Ash Fox is a New York City–based proposal planner and photographer. With a background in fine arts, she began her career taking on freelance commercial photography projects while still in college, which soon opened doors into nightlife and music photography. Everything shifted when she was asked to capture a proposal, an experience that sparked her passion for photographing and also planning unforgettable moments.

Chapters

00:00 Introduction and background

8:03 Proposal tips

15:38 Overcoming nerves

17:55 Marketing your business

20:40 Expanding the business

23:04 Work-life balance

26:41 Reflecting on the business

30:08 Advice for other entrepreneurs

31:22 Closing and contact

Learn more about Ash Fox and her work at https://www.ashfoxproposals.com

Side Hustle to Small Business is presented by Hiscox, a leading small business insurer. Learn more at Hiscox.com

#Entrepreneurship #SmallBusiness #WeddingBusiness

Managing growth across multiple companies

Wed, 29 Oct 2025 06:00:00 -0500

Amy Anaiz has spent over 25 years building a career as a professional photographer. When the pandemic paused events and disrupted her usual work, she saw an opportunity to explore new creative ventures. That’s when she founded OZAIZ, a homewares brand born from the idea of making candles last beyond a single use. Today, Amy balances running OZAIZ alongside her established photography business, all while raising a family.

Chapters

00:00 Introduction and background

9:40 Marketing the company

12:17 Managing the business

16:39 Work-life balance

21:40 Motherhood and entrepreneurship

23:57 Reflecting on the business

28:06 Advice for other entrepreneurs

29:44 Closing and contact

Sleeping on success: How affiliate links built a business

Wed, 22 Oct 2025 06:00:00 -0500

Derek Hales was working in marketing and SEO when he and his wife set out to buy a new mattress. Frustrated by how hard it was to choose the right one, he launched a side project comparing mattresses. What began as a hobby quickly grew into NapLab, a mattress-review company that uses scientific data to break down mattress performance and help people make smarter buying decisions.

Chapters

00:00 Introduction and background

6:43 Overcoming nerves

7:52 Revenue from review sites

13:11 Building the testing model

14:58 Hiring practices and scaling

19:26 Work-life balance

24:17 Helpful technology and apps

27:45 Reflecting on the business

31:58 Advice for other entrepreneurs

32:56 Closing and contact

Learn more about Derek Hales and NapLab: https://naplab.com

Building and scaling an app: Advice from the WineLikes founder

Wed, 15 Oct 2025 06:00:00 -0500

Jeff Gillis, founder of WineLikes, turned his lifelong passion for wine into a tech startup designed to change how people discover their next bottle. After years in the hospitality industry, Jeff realized the demanding lifestyle no longer fit the parent he wanted to be. Inspired to build something different, he created WineLikes, a social app that connects wine lovers, makes recommendations easier, and helps people enjoy wine without the overwhelm. In this episode, Jeff shares how he built the app, the role of technology in modern wine culture, and how he balances entrepreneurship with family life.

Chapters

00:00 Introduction and background

5:12 Building the app

9:50 Balancing life and work

15:46 Running social media for the company

17:17 Technology and apps

24:00 Advice for others in the industry

25:29 Advice for other entrepreneurs

28:21 Closing and contact

Marketing made simple for contractors and landscapers

Wed, 08 Oct 2025 06:00:00 -0500

Josh Blakeley began his career in teaching before moving from Australia to the United States. After coming across an ad for a digital marketing course, his curiosity got the better of him and he decided to enrol. That decision set him on a new path. Today, Josh is the founder of Landscape & Hardscape Contractor Marketing, a firm dedicated to helping contractors and landscapers grow their businesses.

Chapters

00:00 Introduction and background

9:56 Choosing a niche

12:33 Pitching yourself to clients

14:47 Josh’s book

19:17 Balancing life and work

26:38 Reflecting on the business

28:10 Advice for other entrepreneurs

29:15 Closing and contact

From pitching products to building a personal brand

Wed, 01 Oct 2025 06:00:00 -0500

Merit Khan has been an entrepreneur for as long as she can remember. Her first taste of business came as a young girl selling greeting cards door-to-door, an early lesson in the power of connecting with people. Over the years, that spark grew into a full-fledged career built on her ability to engage, inspire, and persuade. Today, Merit is not only a successful entrepreneur but also a sought-after keynote speaker, accomplished sales trainer, and stand-up comedian.

Chapters

00:00 Introduction and Background

14:34 Starting the business

16:16 Overcoming nerves

27:09 Health and Wellness

30:25 Reflecting on the business

31:59 Closing and contact

How to run payroll like a pro

Wed, 24 Sep 2025 06:00:00 -0500

Payroll is one of the trickiest parts of running a business, but for Christina Hageny, it became her calling. She first discovered payroll while working as an administrative assistant, and despite encouragement to move into HR, she stuck with it. In 2020, Christina launched her own firm, Valor Payroll Solutions, and today she helps small businesses handle payroll with ease and confidence.

Chapters

00:00 Introduction and background

11:19 Payroll across different industries

13:31 Scaling the business

17:58 Bootstrapping the business

20:34 Balancing work and life

25:32 Reflecting on the business

29:39 Advice for other entrepreneurs

30:39 Closing and contact

How Farmer Nick grew a viral business

Wed, 17 Sep 2025 06:00:00 -0500

Garden guru Nick Cutsumpas, better known as Farmer Nick, is a Michigan-based plant coach, urban gardener, and landscape designer. He talks about how his mom encouraged him to start a garden, sparking a deep love for greenery that quickly blossomed into a full-time career and an impressive social media following. He hosts several Netflix shows and has been featured on the Food Network. Chapters

00:00 Introduction and background

5:27 Overcoming nerves

8:15 Creating Farmer Nick

14:33 Managing a large business

19:49 Cause-based marketing

21:38 Building a National business

26:47 Reflecting on the business

29:18 Advice for other entrepreneurs

29:56 Closing and contact

How the right bookkeeper can boost your growth

Wed, 10 Sep 2025 06:00:00 -0500

Matt Remuzzi entered the accounting industry twenty-five years ago when he founded CapForge. What began as a solo venture launched from a spare bedroom in his home has since evolved into a thriving business. Today, CapForge employs a team of over 90 people who help more than a thousand clients grow their businesses and meet their obligations with professional bookkeeping support.

Chapters

00:00 Introduction and background

13:30 Overcoming nerves

17:34 Maintaining quality while scaling

20:03 Pricing

23:27 Work-life balance

29:39 Reflecting on the business

31:48 Advice for other entrepreneurs

34:05 Closing and contact

Saving the shore, one product at a time

Wed, 03 Sep 2025 06:00:00 -0500

Cat Lepetit has always had a deep love for the beach. After spending 20 years in the cosmetics industry, she felt it was time for a new chapter. That’s when the idea for Sun Drunk was born, a beach goods company focused on simplicity, peace of mind, and sustainability. With a mission to help protect our oceans and keep beaches clean, Sun Drunk is all about making it easier to enjoy the coast while caring for it too.

Chapters

00:00 Introduction and background

7:48 Overcoming nerves

11:23 Designing the products

16:23 Building a customer base

19:56 Giving back

22:25 Overcoming stress

25:32 Looking back

28:02 Advice for other entrepreneurs

29:57 Closing and contact

How Cause of a Kind was built by opportunity

Wed, 27 Aug 2025 06:00:00 -0500

Justin Abrams is a lifelong salesman, with a career in the industry spanning over a decade. However, when Justin and his friend Michael tried to pivot into the tech startup space, they found they were facing challenges getting into market. It was at that point that the two were asked to design a web application. This opportunity turned into what would become Cause of a Kind, a successful web development company.

Chapters

00:00 Introduction and Background

8:22 Overcoming nerves

11:25 Building the business

14:52 Using AI

19:23 Balancing life and work

26:26 Advice for other entrepreneurs

30:23 Closing and contact

Turning a decades-long hustle into a full-time business

Wed, 20 Aug 2025 06:00:00 -0500

Nikky Wainwright has been reselling anything since she was in college - books, clothing, shoes, you name it. However in 2020, in the midst of the pandemic, she noticed that while some businesses were suffering, reselling was going strong. It was at this point that she went all in on Diva’s Treasure Closet, a a luxury, designer, and vintage e-commerce business. Starting out online, Nikky has now opened her own boutique in Atlanta.

Chapters

00:00 Introduction and background

6:46 Choosing your inventory

10:38 Social media strategy

15:50 Balancing life and work

20:24 Growing the business

22:53 Reflecting on the business

25:19 Advice for other entrepreneurs

27:42 Closing and contact

Building a fashion brand for STEM-loving kids and adults

Wed, 13 Aug 2025 06:00:00 -0500

When Jaya Iyer couldn’t find science-themed dresses for her daughter, she realized that other parents must be feeling the frustration. Wanting to empower her daughter and others, she launched Svaha USA, a STEAM-based fashion brand that creates clothing for the entire family. What started as a mission to challenge gender stereotypes in kids' clothing has grown into a thriving business known for its bold, brainy designs.

Chapters

00:00 Introduction and background

7:00 Challenges when starting the business

14:13 Creating the clothing

20:30 Fulfilling orders

23:18 Building a mission-driven brand

25:31 Balancing family and work

30:16 Reflecting on the business

31:34 Advice for other entrepreneurs

33:11 Closing and contact

Awkward, fun, and profitable: Building a card game brand

Wed, 06 Aug 2025 06:00:00 -0500

Brittane Rowe is an off-Broadway actress by trade, but when the COVID-19 pandemic shut down Broadway, she found herself with time for deeper, more meaningful conversations with her family. Inspired by those moments, Brittane teamed up with her brother Brandon and sister-in-law Jane to create Awkward Games, a card game company designed to spark joy and strengthen relationships.

Chapters

00:00 Introduction and background

8:10 Getting the first sales

9:31 Getting the product into stores

11:56 Overcoming nerves

14:48 Shark Tank

24:09 Game development

26:40 Balancing work and life

28:50 Running the business in NYC

31:43 Reflecting back on the business

34:07 Advice for other entrepreneurs

35:28 Closing and contact

Finding the right price for handmade goods

Wed, 30 Jul 2025 06:00:00 -0500

Kwadwo Som-Pimpong founded Crafted Glory, a handcrafted furniture company, after buying his first home in Asheville, North Carolina. Drawing on his engineering background, he mastered the mechanics of furniture making and honed his craft. What began as a personal project has grown into a business that serves customers across the country. Today, Crafted Glory is known for its commitment to quality, craftsmanship, and thoughtful design.

-Chapters-

00:00 Introduction and background

6:29 Overcoming nerves

8:12 Pricing your work

10:22 Training as a woodworker

16:30 Viewing the business longterm

20:56 Balancing work and life

25:31 Finding a coach

31:50 Reflecting on the business

33:18 Advice for other entrepreneurs

34:37 Closing and contact

Globowl’s mission to make kids’ meals more exciting

Wed, 23 Jul 2025 06:00:00 -0500

Erica Levin is a serial entrepreneur, having started three businesses in her life. During the pandemic, while her daughter was starting to eat solid foods, Erica decided to start making her own baby food that incorporated flavors from around the world and introduced allergens early. From there, she has built Globowl, a baby and toddler food company with a mission to inspire adventurous eating for life.

-Chapters-

00:00 Introduction and background

4:45 Starting Global

12:05 Overcoming nerves

13:05 Funding the business

16:23 Making mistakes

20:55 Entering the food space

23:41 Plans to grow the business

27:02 Mission-oriented brands

29:02 Work-life balance

32:25 Reflecting on the business

34:47 Closing and contact

Designing for social impact with Creative Director Jo Skillman

Wed, 16 Jul 2025 15:50:58 -0500

Jo Skillman is a Houston-based Creative Director and the Founder of Jo Skillman LLC. Known for her thoughtful, cause-driven work, she’s partnered with clients like the City of Houston. With expertise in both design and copywriting, Jo brings a well-rounded, strategic approach to every project.

-Chapters-

00:00 Introduction and background

6:35 Overcoming nerves

13:20 Working across multiple industries

18:21 Balancing two sides of the business

21:44 Using AI in your work

25:58 Balancing work and life

29:20 Reflecting back on the business

31:18 Advice for other entrepreneurs

33:20 Closing and contact

Managing finances better as a small business owner

Wed, 09 Jul 2025 06:00:00 -0500

Jennifer Bower is a mom of two, a veteran, grad student, and the Founder of Fortuna Money. After a career in the Air Force, Jennifer got into the banking world which gave her the knowledge and know how to launch Fortuna Money, a financial coaching service. On this episode, she shares tips and tricks on how small businesses can better manage their money, identifying bad spending habits, and keeping personal and business expenses separate.

-Chapters-

00:00 Introduction and background

5:54 Building the business

11:48 Overcoming nerves

13:31 Choosing the right clients

20:25 Financial mistakes as Founders

22:26 Work-life balance

25:37 Reflecting on the business

28:20 Advice for other entrepreneurs

30:55 Closing and contact

From postpartum to product line: The birth of Le Lolo

Wed, 02 Jul 2025 06:00:00 -0500

After the birth of her first child, Courtney Boylan quickly discovered that postpartum essentials, such as nipple shields and nursing pads, were typically not made with aesthetics in mind. She believed that with everything that mothers were going through postpartum, they deserved beautiful products. It was then that she founded Le Lolo, a postpartum brand thoughtfully designed to support and celebrate new mothers.

-Chapters-

00:00 Introduction and Background

9:43 Overcoming nerves

11:17 Designing the right product

14:19 Naming the company

16:01 Brand evolution

18:24 Running the business

21:09 Setting boundaries

23:36 Reflecting on the business

26:05 Advice for other entrepreneurs

26:43 Closing and contact

Funding your dream: Crowdfunding advice that works

Wed, 25 Jun 2025 06:00:00 -0500

Kathleen Minogue is a creative at heart and a former educator who never imagined a future in finance. But during the dot-com boom, an unexpected opportunity at JP Morgan changed her trajectory. While working there, she noticed a striking gap: those seeking venture capital rarely came from creative fields. It wasn’t until she helped crowdfund a film she produced that she discovered the power of crowdfunding and found her true calling.

-Chapters-

00:00 Introduction and background

5:31 Entrepreneurial background

7:03 Overcoming nerves

10:12 Going from side hustle to small business

20:06 Mistakes in crowdfunding

23:34 Setting boundaries

25:55 Reflecting back on the business

31:05 Advice for other entrepreneurs

32:03 Closing and contact

A therapist’s guide to copy that connects

Wed, 18 Jun 2025 06:00:00 -0500

After several years working as a licensed psychotherapist, Arianna Smith launched a copywriting side hustle in 2019. Her goal was to help fellow therapists write copy that feels clear, human, and approachable. By simplifying clinical language and focusing on genuine connection, Arianna has grown that side hustle into a thriving business, one that now surpasses her therapy practice.

-Chapters-

00:00 Introduction and background

6:55 Finding clients

8:45 Growing a side hustle while working full-time

14:46 Why this business is essential

18:01 Balancing a side hustle

21:14 Expanding the business

23:50 Advice for clients

27:15 Structure of the business

30:15 Reflecting on the business

33:47 Advice for other entrepreneurs

35:04 Closing and contact

Smarter training for small businesses with Dr. Carrie Graham

Wed, 11 Jun 2025 06:00:00 -0500

With a background in college athletics and academia, Dr. Carrie Graham pivoted her career after earning her Ph.D. in Adult Education. As a professional, she had attended many training programs, and realized that these programs were lacking any sort of personalization to the attendees. It was then that she became an Adult Learning Strategist and Consultant, who specializes in helping small businesses creating more engaging and tailor-made training programs.

-Chapters-

00:00 Introduction

4:50 Starting the business

9:50 Overcoming nerves

11:32 Identifying effective training

16:06 Treating your employees right

19:24 Using training to develop company culture

23:10 Finding your first client

25:14 The future of the business

27:18 Reflecting back on the business

30:24 Advice for other entrepreneurs

31:21 Closing and contact

Organizing a life you love with D’Nai Walker

Wed, 04 Jun 2025 05:00:00 -0500

D’Nai Walker is not a naturally organized person. It wasn’t until she discovered professional organizer Marie Kondo that she got into the practice. When she was laid off, she started doing it on the side, until she was encouraged to go all in. She founded D'Clutter by D'Nai, an organizing company that specializes in senior downsizing, home organization, and productivity solutions.

-Chapters-

00:00 Intro

5:52 Overcoming nerves

7:49 Determining your path

8:31 Finding your first clients

10:04 Navigating client work

13:58 Marketing tools

16:41 Staying organized in your small business

20:52 Setting boundaries

22:53 Health and Wellness

26:08 Technology and apps

27:37 Reflecting on the business

29:21 Advice

30:25 Closing and contact

Tape it until you make it: Solving a sticky problem

Wed, 28 May 2025 06:00:00 -0500

Doug Bard and his father, Bob, have been inventing for most of their lives. However, their greatest idea yet is that of tape. Specifically, moving tape where you can always find the end of the roll. It’s called Wave Tape. Now, as they reimagine a simple solution to a universal issue, the duo is continuing to find success in the market.

-Chapters-

00:00 Intro

6:02 - Entrepreneurial background

7:17 The history of Wave Tape

11:25 Sales and distribution

18:14 Overcoming nerves

19:28 Balancing full time work with a side hustle

21:48 Exercise routines

22:53 Helpful technology and apps

23:53 Marketing the product

27:34 Long term vision

29:19 Reflecting back on the business

30:22 Advice for other entrepreneurs

31:18 Closing and contact

Turning your creative outlet into profit

Wed, 21 May 2025 06:00:00 -0500

Jordan Lawson has always loved drawing, coloring, and creating art as a whole. When he was in college, he was inspired by an art entrepreneurship class to start his own business. However, when he graduated, he started working for the government instead. After nine years there, he was ready to make the leap. Jordan founded Ground Zero Studios, a branding studio that helps organizations stand out from their competition.

-Chapters-

00:00 Intro

7:26 Overcoming nerves

11:36 Making the leap into entrepreneurship

14:16 Building a branding studio

18:37 Getting clients

22:31 Managing stress

25:11 Using AI as an artist

28:39 Reflecting back on the business

30:34 Closing and contact

How Ethan Bull redefined the Executive Assistant world

Wed, 14 May 2025 06:00:00 -0500

After spending many years as an Executive Assistant, Ethan Bull unexpectedly faced layoffs, forcing him to reconsider his career path. With his severance package as a financial cushion, Ethan and his wife, Stephanie, launched ProAssisting, a fractional EA company. Their business focuses on connecting highly skilled EAs with top-level executives, offering flexible, high-quality support without the need for a full-time hire.

-Chapters-

00:00 Intro

4:32 Entrepreneurial background

6:35 Starting ProAssisting

14:51 Keeping up with technology

16:16 Using AI in the company

19:44 Delegating tasks to an assistant

22:16 The future of the business

28:17 Work-life balance

31:51 Looking back on the business

34:27 Advice to other entrepreneurs

36:23 Closing and contact

How to hit a hole-in-one with your side hustle

Wed, 07 May 2025 06:00:00 -0500

While browsing the Golf subreddit, David Paxton saw a lot of people posting deals on golf gear. Looking through these deals was fun, but it was also time-consuming if you were looking for a specific item. So Paxton created Daily Golf Steals, automating the deals to help golfers find what they wanted faster. He still runs the business as a side hustle while working a full-time job.

-Chapters-

00:00 Intro

2:52 - Entrepreneurial background

4:53 Building DailyGolfSteals

9:14 Overcoming nerves

10:27 Keeping costs low

12:13 Using automation tools

16:30 Marketing tools

18:17 Managing work-life balance and setting boundaries

24:34 Looking to the future

27:07 Advice for other entrepreneurs

28:55 Closing and contact

Failing up: From frustration to success

Wed, 30 Apr 2025 06:00:00 -0500

Kris Louis entered the world of audio/visual by chance while job hunting during the 2008 recession. After several years in the industry, his frustration with the way his employer operated pushed him to take the leap of quitting to start his own successful AV company. Kris credits failure for shaping his journey, teaching him to stay open to multiple paths rather than limiting himself to a single direction.

-Chapters-

00:00 intro

3:26 Entrepreneurial background

5:57 Starting the business

9:20 Failure within the business

11:45 Staying innovative in the AV industry

14:23 Transitioning from employee to business owner

17:09 Revenue

18:31 The impact of COVID-19

20:38 Challenges in the business

22:44 Team culture

27:31 Managing stress

30:05 Reflecting back on the business

31:06 Advice for other entrepreneurs

31:50 Closing and contact

Learn how to scale your small business

Wed, 23 Apr 2025 06:00:00 -0500

Rachel Donnelly was just starting her career and raising two small children when her parents passed on. As she struggled with settling estates, bank accounts, and other various paperwork, she knew there had to be a better way. It was at this time that Rachel thought of the idea for After Light, an end-of-life and legacy planning service. With six years under her belt, Rachel has now written the book “Late To Your Own Funeral” which is out now.

-Chapters-

00:00 Intro

8:05 Finding the first client

10:13 Transitioning from side hustle to small business

11:42 Overcoming nerves

13:32 Balancing life and work

15:26 AD

15:48 Entrepreneurial past

16:43 The future of the business

20:02 Building potential competitors

23:48 Advice for other entrepreneurs

25:53 Reflecting on the business

26:52 Dealing with burnout

27:49 Contact and Rachel’s new book

Mastering productivity for your small business

Wed, 16 Apr 2025 06:00:00 -0500

Monisha Longacre has many titles. She is an author, a fractional COO at two different companies, and the founder of priorigami, a productivity app aimed at helping entrepreneurs be the most productive they can be. As an expert in productivity, Monisha shares her insights on timeblocking, managing multiple roles, and being transparent with your employees. Monisha is the author of "Practical Productivity: A Guide to Surviving Life's Juggling Act" which is out now!

-Chapters-

00:00 Introduction

4:26 Launching a side hustle

6:18 Advice on delegating work

8:10 Balancing multiple part-time jobs and side hustles

9:53 Learning to say no

13:06 Timeblocking

16:30 Looking ahead in the long term

17:26 Comparing small and large organizations

19:39 Overcoming nerves

22:33 Managing time in a day

25:41 Advice to those wanting to start a side hustle

27:32 Reflecting back

28:56 Closing and contact

How past injuries inspired Bobby Aldridge’s business journey

Wed, 09 Apr 2025 06:00:00 -0500

Bobby Aldridge, a sports kinesiologist based in California, has been an athlete and has worked with athletes for as long as he can remember. After having two hip replacement surgeries, Bobby was inspired to create his business BAMmetrics Systems, and within that, “The Bobby Aldridge Method”, a method he uses to help athletes alleviate pain, avoid injury, increase mobility, and improve functional movement.

-Chapters-

00:00 - Intro

4:30 - First entrepreneurial experience

9:36 - Starting BAM metrics

12:28 - Managing your time with a side hustle

14:51 - Exercise and wellbeing

16:05 - Details of BAM Metrics

20:34 - Marketing the business

22:45 - Moving the business online

24:35 - Building partnerships in business

25:45 - Overcoming nerves

28:00 - Reflecting on the business

32:38 - Closing and contact

Maintaining effective leadership during challenging times

Wed, 02 Apr 2025 06:00:00 -0500

As an experienced marketer, Amy Moudy Comeau has seen her fair share of marketing emergencies. However, when the COVID-19 pandemic hit while Amy was working in health care marketing, it seemed like every day brought a new crisis. It was at this time that Amy started sending out weekly inspirational emails to her team, which lead to her writing the book Every Storm Runs Out of Rain, which offers a peek behind the curtain of these challenging times.

Chapters

00:00 - Intro and background

7:23 - Making the leap into entrepreneurship

16:08 - Building a personal brand

19:42 - Avoiding a personal crisis when leaving your company

21:31 - Overcoming nerves

23:15 - Dealing with self-doubt

26:07 - Advice for leading through a crisis

29:14 - Closing and contact

How to use sketching to make your meetings more effective

Wed, 26 Mar 2025 06:00:00 -0500

00:00 - Intro

7:38 - Entrepreneurial History

8:51 - Transition into a full-time business

10:56 - Finding your first customers

12:40 - Overcoming nerves

14:54 - Hiring staff members

18:47 - Balancing speed and creativity

21:23 - Implementing sketching into your business

23:24 - William’s favorite stories

26:12 - Work-life balance

28:10 - Technology recommendations

30:12 - What would you do differently?

31:54 - Advice for other entrepreneurs

33:44 - Closing and contact

Mastering nonprofit fundraising with Grace Nelson

Wed, 19 Mar 2025 07:00:00 -0500

With a background in the nonprofit and fundraising space, Grace Nelson was pursuing her MBA when she started taking on consulting jobs on the side. After graduating, what started as a few side projects quickly grew into a full-fledged business. Now she is the CEO of Magenta Strategy, a consulting firm that specializes in helping nonprofits develop strategic, sustainable fundraising solutions that drive long-term impact.

00:00 intro

3:09 - entrepreneurial background

11:09 - Navigating the nonprofit world

13:35 - Challenge Forecast

17:25 - Nonprofits vs. For profit’

22:20 - Reflecting on entrepreneurial journey

24:38 - Growing as a leader

26:20 - Establishing boundaries

28:30 - What is one thing you would do differently?

30:20 - Advice for other entrepreneurs

32:34 - Closing and contact

How to leverage AI for your small business

Wed, 12 Mar 2025 07:00:00 -0500

Chapters

00:00 - Intro

4:44 - Starting the Digg Agency

9:03 - Managing work-life balance

10:12 - Maintaining exercise practices

12:17 - The impact of AI

13:52 - Challenges of incorporating AI

14:58 - Upcoming trends and tools in AI

16:10 - Impact of AI on teams

17:18 - Reflecting on past mistakes

18:18 - Advice from Jocelyn

20:45 - Encouraging words

21:53 - Closing and Contact

Candess Correll's pandemic pivot from NFL Cheerleader to Realtor

Wed, 05 Mar 2025 07:00:00 -0500

Candess Correll started her career as a Software Engineer by day, and NFL cheerleader by night. However, when the COVID-19 pandemic hit, Candess found she was ready to retire from cheerleading. Around the same time, inspired by the reality television series “Selling Sunset”, she decided to make the leap into entrepreneurship by launching her real estate career. Now, Candess is a successful realtor with over $6 million in sales and mentors other young realtors. - Chapters -

00:00:00 Introduction and Background

00:02:55 Computer Science to Cheer Captain

00:06:25 Transparency for Flexibility

00:08:53 Selling Sunset

00:11:03 Confidence in Corporate

00:14:44 Security in the Unknown

00:18:08 Building Hustle with Brand

00:19:56 Empowering Young Women

00:21:52 Opportunities Worth Chasing

00:24:34 Managing Expectations

00:26:58 Define Your WHY

00:28:38 Closing

Ready to accelerate your business growth? Learn how from expert Diane Helbig

Wed, 26 Feb 2025 07:00:00 -0500

Diane Helbig, the Founder of Helbig Enterprises and host of the Accelerate Your Business Growth podcast, specializes in helping small business owners achieve success. As an expert in business growth, Diane helps businesses that struggle with sales, accountability, systems and productivity. Tune is as she joins Sanjay to explore common business mistakes, how to decide whether to expand your business, hiring the right help, and more. - Chapters -

00:00:00 Introduction and Background

00:03:55 Facing a Startup Head on

00:06:07 Systems and Structure for Growth

00:12:24 Common Revenue Mistakes

00:15:06 How to Let Go of the Reigns

00:17:14 Market Expansion 101

00:21:10 Slow-Walk Responsibilities

00:26:26 Be Particular with Partnerships

00:30:55 Closing

Building community and connection for seniors through music

Wed, 19 Feb 2025 07:00:00 -0500

In 2007, Sarah Martin McConnell founded Music for Seniors, a Nashville-based nonprofit, inspired by her mother’s diagnosis with Alzheimer’s disease. Recognizing that older adults often experience greater isolation than other groups, Sarah, a musician herself, saw an opportunity to make a difference. The organization offers live, interactive music programs designed to engage, entertain, and educate seniors, fostering health and well-being. - Chapters -

00:00:00 Introduction and Background

00:03:09 Writing with Walter Hyatt

00:06:22 Caroling for Profit

00:08:17 Tumbling Staircases

00:14:28 Charge for Your Creativity

00:18:13 Follow Your Bliss

00:21:24 Support of Music City

00:25:27 COVID Courtyard Concerts

00:28:45 Finding the Experts

00:31:00 Closing

Navigating work-life balance: Advice for entrepreneurs and beyond

Wed, 12 Feb 2025 07:00:00 -0500

Today we are joined by two entrepreneurs to discuss work-life balance. Dr. Alice Rizzi is a Psychologist based in New York City, specializing in helping individuals overcome fear and self-doubt, manage their stress, and gain confidence. Adam Walker is a long-time entrepreneur, having founded multiple companies over his career. Join us as we discuss determining your values, setting boundaries, and useful tips on achieving work-life balance.

- Chapters -

00:00:00 Introduction and Background

00:04:58 Defining Work-Life Balance

00:06:33 Personal Values Impact Life

00:08:38 Getting Out of Sync

00:09:41 Physical Health Issues

00:12:52 Does Tech Affect Work-Life?

00:15:03 Finding Balance in Busy-ness

00:17:22 Tools for Task Management

00:19:55 Less Work = Higher Quality

00:20:38 Reflect for Successful Balance

00:21:36 Closing

The importance of failure within business with Kevin Sandlin

Wed, 05 Feb 2025 06:00:00 -0500

Kevin Sandlin is a Serial Entrepreneur based in Atlanta, Georgia. Over the course of his career, he has started eleven businesses, and as a result, is no stranger to failure. Currently, Kevin is the Chief Operating Officer of Transcend LV, a low-voltage wiring and cabling business. In today’s episode Sanjay and Kevin take a deep dive into what failure means for an entrepreneur, how to overcome it, and mistakes to avoid going forward.

Chapters

00:00 - Introduction and Entrepreneurial Background

3:33 - History of Failure

10:14 - Changing outlook on failure

13:15 - An investor's role in overcoming failure

18:00 - Support for entrepreneurs around failure

22:36 - Managing risk

27:03 - Closing and contact

How Josh Russell built success on his own terms

Wed, 29 Jan 2025 07:00:00 -0500

Josh Russell is a musician-turned-photographer. After touring for ten years in the country rap space, building his skills as a musician, as well as photographer and videographer, Josh decided to go all in on photography. Now he owns Josh Russell Photography, a photography company based in Green Bay, Wisconsin. Plus, through his coaching business, Josh teaches other photographers on how to overcome Imposter Syndrome and build their businesses.

- Chapters -

00:00:00 Introduction and Background

00:04:33 The Hustler Mentality

00:06:28 Genres of Entrepreneurship

00:07:56 Shedding a Business

00:11:07 Get Rid of Imposter Syndrome

00:13:34 “If You’re Not Terrified, You’re Not Charging”

00:17:04 Entrepreneurialism and ADHD

00:22:14 Comfort in the Uncomfortable

00:24:33 Extensions of AI

00:26:45 Side Hustling with an iPhone

00:27:51 Focus = Fast Growth

00:31:08 Closing

Empowering educators from beyond the classroom

Wed, 22 Jan 2025 07:00:00 -0500

Ashley Mikkelsen is passionate about teaching Spanish. However, when she had her first child, she realized that it was difficult to balance teaching and motherhood. It was at this point that she transitioned her side hustle of creating educational resources for other Spanish teachers to her full-time job. Srta Spanish looks to provide Spanish teachers with resources to amplify their classes through reading, games, lesson plans, and more.
- Chapters -

00:00:00 Introduction and Background

00:02:23 Long Lines of Educators
00:04:30 Impact of Great Teachers

00:06:20 Professional Learning Communities

00:08:49 Budgeting in Your Side Hustle

00:12:34 Side Hustle to Full-Time Hustle

00:15:18 Data Tools for SEO

00:18:15 Learning other Languages

00:22:07 Bumping Elbows with Elites

00:27:03 Balancing Business at Home

00:28:59 Outsourcing for Optimization

00:32:24 Closing

Entrepreneurs Roundtable: Marketing for Small Businesses

Wed, 15 Jan 2025 07:00:00 -0500

This episode kicks off a three-part series where we take a deep dive into a topic alongside seasoned professionals. In this episode, we’re focusing on marketing strategies for small businesses. We are joined by Jon Katinsky, the President of Hothouse, a branding and design house, as well as Javier Santana, the Chief Experience Officer of Chemistry Agency. We discuss social media marketing, influencer marketing, and emerging marketing trends. - Chapters -

00:00:00 Introduction and Background

00:07:44 The Attention Economy

00:09:02 Unify Your Marketing Voice

00:13:44 Balance Between Branding and Performance

00:20:08 Competitive Audits and Analysis

00:25:39 The Affect of Influencer Marketing

00:34:28 Enhancing Customer Experience

00:36:07 Marketing Mistakes

00:39:39 QA & QC for Marketing Process

00:42:46 Emerging Strategies

00:45:38 Closing

From bartender to multi-million dollar restaurateur

Wed, 08 Jan 2025 07:00:00 -0500

Brian Parenteau never wanted to work weekends. However, when he found himself bartending at a local restaurant, he quickly fell in love with the industry. As he rose the ranks within the restaurant space and found himself helping organizations open new restaurants, he realized he could do it on his own. Fast-forward to today, Brian is the owner of four restaurants and bars in Florida, with hopes of expanding into other states. - Chapters-

00:00:00 Introduction and Background

00:05:13 Humbling Roots

00:07:55 Buying VS Starting Businesses

00:10:04 First Year Losses

00:12:42 Pandemic Pivots

00:16:14 Elevated And Edgier Concepts

00:18:36 Bartender to Entrepreneur

00:23:34 Sam Malone at Cheers

00:26:42 Living Humble

00:29:07 The Best Apps

00:30:29 Closing

RERUN - How D.R. Fay found entrepreneurial success later in life

Wed, 01 Jan 2025 07:00:00 -0500

D.R. Fay is the Founder of Mouthy Broad Media, a podcast production company that specializes in editing, graphic design and strategy. Beginning her career as a musician, D.R. travelled Asia for close to a decade before coming home to the States and transitioning into corporate roles. When she was 62, while those around her were retiring, D.R. ventured into entrepreneurship and hasn’t looked back.

- Chapters -

00:00 - Introduction

06:59 - First entrepreneurial venture later in life

09:37 - Overcoming nerves

11:29 - Managing stress & health problems

21:00 - Advice for other entrepreneurs

23:21 - Closing and contact

RERUN - How to turn past experiences into entrepreneurial success

Wed, 25 Dec 2024 07:00:00 -0500

Matt Gluckman has worn many hats. From working at a produce stand to running a real estate company, Matt has always had an entrepreneurial spirit. Now, Matt owns Think Fitness Life, a remote personal training company, with his business partner Eric. From his past job experiences, Matt has mastered the skills of communication and thrives on helping individuals become their best selves through personal training.

- Chapters -

00:00 - Introduction

04:49 - Matt's work history and transferable skills

11:14 - Overcoming nerves

12:47 - Having a business partner in a different state

15:32 - Balancing stress

17:33 - Setting boundaries

22:37 - What Matt would have done differently

26:02 - Advice to other entrepreneurs

26:35 - Closing and contact information

How writing recharged Aaron Ryan’s creative spirit

Wed, 18 Dec 2024 07:00:00 -0500

Aaron Ryan loves all things creative, but has found that writing has been his number one source of inspiration and drive. He is the author of The Dissonance series, a science fiction series based on the idea of aliens visiting earth. Since having started writing a year ago, Aaron has already penned six books in the series. Writing has not only become his creative passion but also the driving force that propels him forward in his life and career. - Chapters -

00:00:00 Introduction and Background

00:03:35 What’s A Kool Aid Stand?

00:05:57 The 80’s Comic Books

00:11:29 Writing A Book Every Sixty Days

00:15:24 Dissonance: The Lack Of Harmony

00:17:19 Do You Believe?

00:21:48 Pear-Shaped Men

00:25:36 Entrepreneurial Blurred Lines

00:27:02 Listening To The Voice Within

00:30:15 Endorsement Does Not Equal Trajectory

00:33:10 Closing Remarks

Growing a partnership in life and entrepreneurship

Wed, 11 Dec 2024 07:00:00 -0500

Kate Wallace and Blake Chasen first met while working at the same startup. Through their work together, not only did they come to realize that they have great synergy in the office, but also personally as well. With a background in writing, Blake found his niche in custom storytelling online during the pandemic. Now, the couple owns Avenue Stories, an AI-powered storytelling app for children that allows you to custom build characters and stories. - Chapters -

00:00:00 Introduction and Background

00:02:24 Side Hustle, Small Business, Marriage

00:05:41 Peddling Up The Ladder

00:09:57 Excitement Outweighing Risk

00:10:50 Burning Out And Growing Up

00:14:38 NFTs Are A NO

00:16:51 Shifting The Infield

00:20:43 Failure Will Fix It

00:24:39 Fundraising Frenzy

00:30:52 Opportunity In AI

00:34:08 Closing

How Winnifred Tataw went from author to publisher

Wed, 04 Dec 2024 07:00:00 -0500

Winnifred Tataw has been writing for as long as she can remember, and has been a professional author for eight years. During the pandemic, Winnifred was looking for ways to better support the indie publishing industry. It was then that she decided to launch Win’s Books Publishing, which officially opened in April of 2024. Now, Winnifred and her team support a handful of authors through their publishing process.

How a Christmas gift turned into a six-figure business

Wed, 27 Nov 2024 07:00:00 -0500

Dawn Kennedy is an attorney, author, and podcaster. In 2020, her husband Mike received a roaster and some coffee beans for Christmas. After tasting his coffee, Dawn bet him he could sell it online. Not expecting much, they made a Facebook post and ended up selling eleven bags. From there, Convoy Road Coffee Roasters was born. Fast-forward to this year, Dawn and Mike have five employees and bring in six-figures of revenues annually. - Chapters -

00:00:00 Introduction and Background

00:02:23 Coffee: The Cottage Food

00:04:40 Bottlenecks of Business

00:08:18 Transitioning from Side Hustle

00:10:10 Illicit Deals

00:12:27 Growing Organically

00:15:33 Certified Coffee Cuppers

00:19:29 Working hard or hardly working?

00:21:10 Origin of the Month

00:23:10 Overcoming Fear, Moving Forward

00:25:10 “Well, that’s cute.”

00:26:58 The ROASTMASTER

00:30:04 Closing

Building a supportive community to benefit your children

Wed, 20 Nov 2024 07:00:00 -0500

When Michelle Choairy’s son was diagnosed with a rare genetic disorder, she found that there were not enough resources out there for parents going through the same thing as her. This is when she founded Wisdom4ComplexKids, an organization focused on providing resources and building community with parents of children with similar needs. Now, Michelle’s goal is to create the best life for her family and other families who have complex children. - Chapters -

00:00:00 Introduction and Background

00:03:14 A Lack of Resources

00:05:26 The Catalyst for Change

00:08:55 “This is Awful”

00:10:57 Complex Kids

00:12:18 Deep Dive on Diagnosis

00:15:19 Putting Yourself Out There

00:16:57 The Big Picture

00:19:47 It Takes a Village

00:23:42 Misinformation

00:28:05 They Need You

00:29:40 Closing

How Stephanie Shanks increased her revenue by tenfold

Wed, 13 Nov 2024 07:00:00 -0500

Stephanie Shanks has always had an entrepreneurial spirit, from selling livestock in her youth to owning a message therapy practice. It wasn’t until her first child was born that she discovered her passion for photography. With the encouragement of her community, she founded Staphanie Shanks Photography in 2011. When she realized she wasn’t charging enough, she changed her rates and increased her revenue tenfold.

Chapters

00:00 Introduction and background 5:56 Photography background 7:54 Going all in 9:17 Setting rates 12:47 Overcoming nerves 14:38 Investing back in the business 16:25 Balancing life and the business 18:04 Finding your personal style 21:11 Managing stress 23:37 Setting boundaries 25:15 Looking back 25:50 Advice for other entrepreneurs 26:28 Closing

Creating a global community through podcasting

Wed, 06 Nov 2024 06:00:00 -0500

Jeff Revilla started his entrepreneurial journey in the early 2000’s by opening a mail order skateboard shop. After that business went under during the 2008 financial crisis, Jeff’s entrepreneurial spirit never went away. In June of 2024, he opened Poduty Live, a podcasting and live event theater based in Tarentum, Pennsylvania. This space allows Jeff to connect podcasters and local and virtual talent to excited audience members.

Chapters

00:00 Introduction and background 6:02 Finding the right space for your new business 11:43 Overcoming nerves 13:23 Revenue 18:02 Managing a side hustle while working full-time 21:18 Looking back on the business 22:57 Advice for other entrepreneurs 26:28 Technology recommendations 28:07 Closing and contact

Amity Gleason’s journey from Attorney to Jewelry Maker

Wed, 30 Oct 2024 06:00:00 -0500

Formally a courtroom attorney, Amity Gleason first gained an interest in jewelry design when she was getting married. As someone with an appreciation of gothic style, she found most jewelry on the market didn’t match this style and instead followed the same cookie cutter patterns. This inspired her to start Amity Alexandra Jewelry Design, a jewelry company focused on making one-of-a-kind pieces that don’t break the bank.

Chapters

00:00 - Introduction and background

6:57 - Jewelry making process

10:35 - Overcoming fears and finding clients

14:11 - Work-life balance

16:14 - Building your brand

18:58 - Saving money

22:08 - Entrepreneurship and parenthood

25:39 - Setting boundaries

27:36 - Looking back

28:30 - Advice for other entrepreneurs

30:05 - Closing and contact

How Bonnie Conrad went from furniture builder to marketer

Wed, 23 Oct 2024 07:00:00 -0500

As a military spouse, Bonnie Conrad was tired of starting at a new job everywhere she moved. In 2018, she decided to take the leap into entrepreneurship by founding I Built This, a furniture building company. Through selling furniture, she discovered digital marketing and decided to dive into it full-time by founding Second You. In 2023, she merged her business with Inn8ly, a website technology company, to expand her impact in the digital space. Chapters

00:00 - Introduction and background

8:10 - Entrepreneurial background

10:59 - Overcoming nerves and starting the business

13:15 - Balancing life and entrepreneurship

15:31 - Merging with another business

20:00 - Helpful technology and apps

20:40 - Looking back

23:46 - Advice for other entrepreneurs

25:53 - Social media strategy advice

26:49 - Closing and contact

How Ryan Klee leads with purpose through thought leadership

Wed, 16 Oct 2024 07:00:00 -0500

Ryan Klee is the Co-Founder of Rootstock, an organization dedicated to helping ambitious leaders and businesses expand their brands and scale their operations. Rootstock achieves this by harnessing the power of strategic thinking, refining compelling narratives, and sharing those stories with broader audiences. With a background in PR, Ryan grew tired of the traditional 9 to 5 routine and, along with a colleague, launched the business in 2021. Chapters

00:00 - Introduction and background

3:30 - Venturing into entrepreneurship

7:46 - Finding clients

9:18 - Origin of the company name

10:13 - Shifting business models

17:41 - Resonating with clients

22:30 - Looking back

26:31 - Advice for fellow entrepreneurs

28:34 - Closing and contact

How your perspective on entrepreneurship can evolve over time

Wed, 09 Oct 2024 07:00:00 -0500

With a background in marketing, Chris Van Nostrand never envisioned himself becoming an entrepreneur. It wasn't until his late 30s, seeking a change, that he decided to transform his lifelong passion for powerlifting into a full-time career. This shift coincided with the pandemic, bringing numerous learning opportunities along the way, including owning a virtual business and customer acquisition. - Chapters -

00:00 - Introduction

3:10 - Entrepreneurial background

6:22 - Funding the business

7:30 - Impact of the pandemic

8:50 - Overcoming nerves

10:28 - Finding your market and services offered

14:55 - Tracking costs and customer acquisition

17:52 - Making the leap into full-time entrepreneurship

26:58 - Health and Wellness

29:47 - Reflecting back on the business

32:00 - Closing and contact

Navigating numbers and networking as an entrepreneur

Wed, 02 Oct 2024 07:00:00 -0500

When Samantha Mittman Besnoff started college, she had dreams of being an accountant at a one of the big 6 firms. However, after having children, she discovered that she wanted the flexibility that a traditional 9 to 5 cannot offer. She then turned her side hustle of helping folks with their taxes into her full-time gig. Now, Samantha runs Your Financial Maven, a successful accounting business. She also hosts the Your Financial Maven podcast.

- Chapters -

00:00 - Intro

4:15 - Entrepreneurial Background

8:28 - Overcoming nerves

12:10 - Your Financial Maven podcast

14:49 - Managing stress

20:12 - Looking back on the business

23:44 - Technology recommendations

25:02 - Advice for other entrepreneurs

26:46 - Closing and contact

How Monica Helvie helps herself and others navigate burnout

Wed, 25 Sep 2024 07:00:00 -0500

Monica Helvie started her career as a licensed therapist in community mental health, but found it challenging to balance her personal life with her work, causing her to experience intense burnout. In 2018, she decided to open her own private practice, giving her the freedom to set her own hours and choose her clients. Using the skills she learned with her burnout experience, Monica specializes in helping clients navigate their own experiences with burnout. - Chapters -

00:00 - Intro

3:02 - Entrepreneurial background

4:44 - Community Mental Health

5:41 - Making the leap into entrepreneurship

8:09 - Overcoming nerves and managing stress

14:17 - Setting boundaries

19:30 - Looking back on the business

22:20 - Advice for other entrepreneurs

23:50 - Closing and connect

Healing from addiction and empowering others to thrive

Wed, 18 Sep 2024 07:00:00 -0500

Tiffany Hopkins is a certified health coach and nutrition specialist. Having experienced substance abuse in the past, Tiffany has found her passion in helping individuals, and more specifically mothers, take back control of their lives by quitting alcohol. She is the founder of two companies: her own private counseling practice and Mind and Body Restoration LLC, a sober health coaching business. - Chapters -

00:00 - Introduction

4:21 - Entrepreneurial background

8:52 - Business challenges and nerves

12:35 - Looking back on the business

16:36 - Advice for other entrepreneurs

21:22 - Closing and Connect with Tiffany

Leveraging existing skills to launch a business

Wed, 11 Sep 2024 07:00:00 -0500

Bryson Tarbet is an elementary school teacher turned entrepreneur. While completing his Masters, Bryson discovered that many programs do not give you the necessary skills to become an elementary school teacher. To help solve this issue, Bryson founded That Music Teacher, an online platform that supplies elementary school music teachers with educational resources for their students and personal development content for themselves. - Chapters -

00:00 - Intro

04:39 - Entrepreneurial background

07:08 - Overcoming nerves

08:31 - Family reaction

12:08 - Going all in

14:15 - Building a team

15:10 - Looking back on the business

17:17 - Advice for other entrepreneurs

18:56 - Determining the name of the business

20:10 - Monthly membership

25:05 - Closing and contact

Launching a business to make a lasting impact on the world

Wed, 04 Sep 2024 07:00:00 -0500

Tim Holmes is the founder of Kingdom Quest, a toy company based in Columbus, Ohio. While working for another business, he discovered 3D printing and began creating small pieces that he would use dowel rods to connect. Initially, he didn’t think this would interest anyone, but after visiting local schools and STEAM events, the product, which is called Nurkl, gained traction fast and officially launched at the end of 2023. - Chapters -

00:00 - Introduction

03:43 - Sports background

07:28 - Entrepreneurial background

08:58 - Start of business and issues with business partners

17:09 - Managing stress

20:38 - Setting boundaries

23:45 - Looking back and regrets

25:21 - Advice for fellow entrepreneurs

27:16 - Closing and connect

How to turn past experiences into entrepreneurial success

Wed, 14 Aug 2024 07:00:00 -0500

00:00 - Introduction

04:27 - Matt's work history and transferable skills

10:52 - Overcoming nerves

12:48 - Having a business partner in a different state

15:34 - Balancing stress

17:36 - Setting boundaries

22:40 - What Matt would have done differently

26:05 - Advice to other entrepreneurs

26:38 - Closing and contact information

How D.R. Fay found entrepreneurial success later in life

Wed, 07 Aug 2024 07:00:00 -0500

00:00 - Introduction

06:59 - First entrepreneurial venture later in life

09:37 - Overcoming nerves

11:29 - Managing stress & health problems

21:00 - Advice for other entrepreneurs

23:21 - Closing and contact

Turning a pandemic passion project into a full-time business

Wed, 31 Jul 2024 07:00:00 -0500

Paige Stuart had been renting a storage locker for eleven years when she decided it was time to sort through and organize her belongings. This experience left her feeling so inspired that she founded Neat Organizing. Neat Organizing specializes in decluttering spaces, providing unpacking assistance for those who have recently moved, transforming rooms into more functional and pleasing areas, and more. --- [00:01:42] How Unpacking a Storage Unit Catalyzed a Business [00:03:20] Learning Curve of Entrepreneurship [00:05:32] Finding Clients: Social Media, Networking, Referrals [00:07:06] Overcoming Imposter Syndrome [00:09:32] Handling Client Emotions [00:10:38] Six Weeks On, Six Days Off [00:12:40] Building Her Team [00:13:46] Finding Time for Sun and Socializing [00:15:16] Managing Accounting, Bills, and Expenses [00:17:10] Hindsight Advice? Delegate More. [00:18:50] Paige’s Repeat Clients [00:20:58] Advice for Aspiring Entrepreneurs [00:21:30] Connect with Paige

Nick Courtright's shift from academia to entrepreneurship

Wed, 24 Jul 2024 07:00:00 -0500

Nick Courtright envisioned a life for himself in academia. However, after losing out on a teaching position in 2018, he was forced to dive deeper into his side hustle, book publishing. From this, Nick founded Atmosphere Press, an author-forward publishing company that has published over 1200 books. Now, Nick says losing out on that position in 2018 was the best thing that could have happened to him.

Launching a new business in the midst of a maternity leave

Wed, 17 Jul 2024 07:00:00 -0500

When Dominique Elkind became a mother, she noticed a lack of third spaces available to parents of very young children. While on her second maternity leave, Dominique decided to take on a entrepreneurial venture vastly different from her career as a UX Designer, by founding Nixi City, a play centre for children aged 0-5. Not only is Nixi City a space for children, but includes a cafe for parents to meet and connect. --- [00:01:35] Dominique’s Design Background [00:02:25] Side Hustling During Maternity Leave [00:03:30] Entrepreneurial Experience at Google [00:06:25] Founding Nixi City, a Children’s Play Space [00:08:35] Identifying a Market Gap [00:11:15] Scaling and Franchising [00:12:37] Balancing Work and Family [00:14:05] Setting Boundaries [00:17:25] Sleep and Wellness [00:19:48] Challenges of a Physical Space [00:22:55] Finding Product/Market Fit [00:24:35] Selecting Real Estate for Nixi City [00:26:33] Dominique’s Advice: Find a Community of Potential Customers [00:27:36] Utilizing Design Skills [00:29:31] Connect with Dominque

How David Gaz is the "Nice Guy" in business

Wed, 10 Jul 2024 07:00:00 -0500

David Gaz has always wanted to be a nice guy. As a partner at his previous branding firm, where his client base included many Fortune 500 companies, he quickly realized that he still wanted to provide branding services, but for organizations that he saw as doing good in the world. It was at that point that he started The Bureau of Small Projects, a branding company that provides services to entrepreneurs, non-profits, and small companies. --- [00:01:34] Meet David Gaz [00:03:06] Kindness is Contagious [00:04:46] The Bureau of Small Projects [00:06:31] David’s Ice Cream Truck Venture [00:10:23] Navigating a Non-Compete Contract [00:15:51] Partnerships Vs. Solo Decision Makers [00:17:36] Embrace the Stress [00:20:20] Losing One Million Dollars [00:24:33] Following a Path vs Chasing a Goal [00:30:26] What would David re-do? [00:33:53] David’s Advice: Just start [00:35:13] Connect with David

How Joe Koufman built a career as a business matchmaker

Wed, 03 Jul 2024 07:00:00 -0500

It’s no wonder Joe Koufman sees himself as a matchmaker; three couples have gotten married after being introduced by Joe. In 2014, Joe realized that matchmaking is not only for couples, but can be used in the business world as well. Within 19 days of leaving his last job, Joe landed his first client for what would become Setup, an organization that matches marketing agencies to established brands. --- [00:01:27] Joe Koufman’s Background [00:03:47] How a Sales Background Influenced Joe [00:06:01] A Family of Entrepreneurs [00:07:51] A History of Matchmaking [00:09:20] Turning Matchmaking Into a Business [00:11:50] Early Days of Setup and First Customers [00:14:35] Setup’s Revenue Model [00:15:42] Pursuing Hobbies [00:18:19] Setting Email Boundaries [00:19:57] 50 Pull-Ups Each Morning [00:21:35] Sleep Struggles [00:22:56] Setup’s Growth and Team Structure [00:25:29] Writing a Book [00:30:00] Advice for Aspiring Entrepreneurs [00:32:19] Connect with Joe

Climbing the steep entrepreneurial mountain

Wed, 26 Jun 2024 10:44:00 -0500

COVID-19 was a turning point in many peoples lives, including Kate Jacoutot’s. After working as a marketing freelancer for various companies, Kate noticed that she was making more money and had more control over her schedule than working a traditional 9 to 5. However, to learn more, she worked at a few different marketing agencies until deciding to launch ModusMark, a brand and messaging consultancy in April 2020, in the midst of the pandemic. --- [00:01:33] Kate Jacoutot’s Background [00:02:46] Stumbling Into Freelance Work [00:06:33] Decision to Start Modus Mark in 2020 [00:09:26] Overcoming Fears and Discovering Her Worth [00:11:00] Kate’s Entrepreneurial Support System [00:13:07] Managing Stress While Starting a Business [00:14:43] Prioritizing Date Nights [00:16:44] Kate's Daily Routine [00:18:48] ModusMark’s Growth: Team and Technology [00:21:00] Growing From Mistakes [00:23:30] Advice For Prospective Entrepreneurs [00:25:48] Finding A Niche: Cybersecurity [00:27:30] Connect with Kate

How Justus Hillebrand accidentally became an entrepreneur

Wed, 19 Jun 2024 07:00:00 -0500

Justus Hillebrand never planned on becoming an entrepreneur. After graduating from a Ph.D. program, he had wanted to become a history professor. However, after becoming a research assistant, Justus found himself doing contract work for large-scale clients such as the United States Holocaust Memorial Museum. After falling in love with the work, in 2022, he decided to incorporate his business, Digital History Consulting Inc. --- [00:01:16] Justus Hillebrand's Background [00:05:07] Early Entrepreneurial Experiences [00:07:24] Transition to Entrepreneurship [00:11:31] Balancing Work and Family Life [00:14:01] Managing Workspaces and Time [00:16:12] Reflections on Entrepreneurship [00:19:33] Advice for Aspiring Entrepreneurs [00:22:59] Connect with Justus

Embracing grief and vulnerability in entrepreneurship

Wed, 12 Jun 2024 07:00:00 -0500

When Kera Sanchez’s mother passed away in 2022, she felt that there was much left unsaid and grieved the conversations her and her mother would never get to have. After jotting down some topics she felt she will miss out on, Kera decided to build and publish a journal specifically for those grieving, the Letters Legacy Journal. In February, Kera also published the first edition of her magazine, Get Griefy Magazine. --- [00:00:00] Introduction [00:01:13] Kera's Background [00:05:22] Entrepreneurial Beginnings [00:06:25] Teaching and Entrepreneurship [00:08:05] Publishing Journey [00:09:27] Overcoming Nerves [00:11:02] Balancing Teaching and Business [00:14:24] Handling the Weight of Grief [00:16:00] Learning and Support Systems [00:18:04] Authenticity in Business [00:20:28] Advice for Aspiring Entrepreneurs [00:21:47] Connect with Kera [00:22:29] Closing Remarks

Becoming an entrepreneur to improve your work-life balance

Wed, 05 Jun 2024 07:00:00 -0500

After the birth of her first daughter, as well as the start of the COVID-19 pandemic, Nivia Lopez knew that she didn’t want to go back to her in-person 9 to 5. After trying a few different gigs, such as dropshipping and virtual assisting, Nivia realized her passion lies in digital marketing. Now, Nivia has grown a company where she has the freedom to work remotely and have a healthy work-life balance.

How past trauma helped Shawnti Refuge find her purpose

Wed, 29 May 2024 07:00:00 -0500

Shawnti Refuge is the founder of Shawnti Refuge Journals, a collection of journals she created after navigating a mental health crisis in 2018. With the help of therapists, she found journaling to help her heal, and now wants to help others do the same. With the hope of ensuring no one feels the way she did, Shawnti launched the business in 2021. Now, she hopes to take it full-time in the near future.

How Michele Riechman is empowering women over 40

Wed, 22 May 2024 07:00:00 -0500

After Michele Riechman had her third child, she started to notice that it was challenging to keep up with her children, and that even going up one flight of stairs would leave her breathless. With a background in Physical Therapy, Michele decided to start her business as a personal trainer for women over 40. Michele says that by going back to the basics of fitness, women can feel empowered to take care of their bodies.

Taking a college passion and turning it into a career

Wed, 15 May 2024 07:00:00 -0500

Ethan King founded stuff4GREEKS.com after joining the Greek community at his college. What started as a school project is now a successful business that has been around for over 20 years. The company offers advanced personalized apparel for those in fraternities and sororities on college campuses. On top of stuff4GREEKS.com, Ethan founded Zeus’ Closet, a retail location offering personalization of clothing.

The Journey of Starting a Business as a Couple

Wed, 08 May 2024 07:00:00 -0500

Erin Sims and John Mills established Connect-Empower when they noticed a significant gap in the system, particularly in the accessibility of support and resources for the elderly. Recognizing that senior individuals often struggled to tap into the full array of available services, Connect-Empower was founded with the primary goal of enlightening clients about various healthcare services at their disposal.

Leaving the C-Suite to start your own business

Wed, 01 May 2024 07:00:00 -0500

As a C-Suite Executive working over 60 hours a week and doing contract work on the side, Lindsay May found herself facing burnout. Looking for a change, Lindsay decided to fully commit to her marketing side gig. Now, she operates Happy Marketing Co., a thriving marketing agency. Within just four months of this transition, Lindsay not only achieved her revenue targets but also surpassed the salary she earned in her previous C-Suite role.

Finding your niche when starting a new business

Wed, 24 Apr 2024 07:00:00 -0500

Sam Westfall had two different careers prior to starting his business: a tank mechanic in the military, and an IT Specialist. Now, Sam is combining those two experiences by starting Archery N Motion, an archery range and equipment supplier based out of Colorado Springs, Colorado. Archery N Motion specializes in moving target platforms, which give shooters the practice they need without wounding animals.

Passion to profit: Transforming hobbies into side hustles

Wed, 17 Apr 2024 07:00:00 -0500

Join us as we explore the unique journeys of three passionate individuals who not only found joy in their hobbies but also managed to turn them into thriving businesses. John, the Founder of Unite Creative Company, helps organizations build connections through video production. Sam advocates for autism awareness with Autism Rocks and Rolls, a non-profit he founded when he was just 20 years old. Jonathan, the Founder of Botset Designs, elevates businesses through logo design, upgrading their branding.

Side Hustle to Small Business

Joshua Lipkin on transitioning from freelance to founder

Gary Mendelson’s shift from Broadway to healthcare

Turning fun into profit: Paul Baillie on Shift Arcade’s growth

Creating sensory-safe spaces with Stephanie Lee Jackson

Mic Foster launches No Gifts Please to solve toy clutter

Chris Brady on turning a single location into a franchise

Greg Cantori builds an accessibility business from nonprofit roots

Marisol Colette on merging her two passions into one business

Rachel Lundberg leads Thrive Yoga and Wellness through community building

Jodi Peterman builds a client-focused interior design practice

Lesle Lane expands a family enterprise

Miriam Schulman built a life around her creative work

RERUN: Bartender Launches Restaurant Empire: Brian Parenteau's Story

RERUN: How to leverage AI for your small business

Aquila Mendez-Valdez scales through franchising and community

Patty Durrell transforms physical therapy into a thriving gym

Katherine Klimitas built a career from her childhood passion

Robert Carnes grows a freelance writing business while working in marketing

The importance of networking in small business

Building The Donut Trap from scratch

Inside the proposal planning business

Managing growth across multiple companies

Sleeping on success: How affiliate links built a business

Building and scaling an app: Advice from the WineLikes founder

Marketing made simple for contractors and landscapers

From pitching products to building a personal brand

How to run payroll like a pro

How Farmer Nick grew a viral business

How the right bookkeeper can boost your growth

Saving the shore, one product at a time

How Cause of a Kind was built by opportunity

Turning a decades-long hustle into a full-time business

Building a fashion brand for STEM-loving kids and adults

Awkward, fun, and profitable: Building a card game brand

Finding the right price for handmade goods

Globowl’s mission to make kids’ meals more exciting

Designing for social impact with Creative Director Jo Skillman

Managing finances better as a small business owner

From postpartum to product line: The birth of Le Lolo

Funding your dream: Crowdfunding advice that works

A therapist’s guide to copy that connects

Smarter training for small businesses with Dr. Carrie Graham

Organizing a life you love with D’Nai Walker

Tape it until you make it: Solving a sticky problem

Turning your creative outlet into profit

How Ethan Bull redefined the Executive Assistant world

How to hit a hole-in-one with your side hustle

Failing up: From frustration to success

Learn how to scale your small business

Mastering productivity for your small business

How past injuries inspired Bobby Aldridge’s business journey

Maintaining effective leadership during challenging times

How to use sketching to make your meetings more effective

Mastering nonprofit fundraising with Grace Nelson

How to leverage AI for your small business

Candess Correll's pandemic pivot from NFL Cheerleader to Realtor

Ready to accelerate your business growth? Learn how from expert Diane Helbig

Building community and connection for seniors through music

Navigating work-life balance: Advice for entrepreneurs and beyond

The importance of failure within business with Kevin Sandlin

How Josh Russell built success on his own terms

Empowering educators from beyond the classroom

Entrepreneurs Roundtable: Marketing for Small Businesses

From bartender to multi-million dollar restaurateur

RERUN - How D.R. Fay found entrepreneurial success later in life

RERUN - How to turn past experiences into entrepreneurial success

How writing recharged Aaron Ryan’s creative spirit

Growing a partnership in life and entrepreneurship

How Winnifred Tataw went from author to publisher

How a Christmas gift turned into a six-figure business

Building a supportive community to benefit your children

How Stephanie Shanks increased her revenue by tenfold

Creating a global community through podcasting

Amity Gleason’s journey from Attorney to Jewelry Maker

How Bonnie Conrad went from furniture builder to marketer

How Ryan Klee leads with purpose through thought leadership

​​How your perspective on entrepreneurship can evolve over time

Navigating numbers and networking as an entrepreneur

How Monica Helvie helps herself and others navigate burnout

How your perspective on entrepreneurship can evolve over time

How Michele Riechman is empowering women over 40