Plus, we kick things off with a discussion about whether CEOs have a right — maybe even a duty — to talk politics. Is doing so morale building or a major mistake?

Donald Trump has proposed a $1 trillion spending plan to rebuild America's infrastucture. But for what ends? Better roads? More people working? Evan and special guest host Daniel Roth debate the right and wrong ways to spend $1 trillion and the problems that can't be solved with asphalt and nostalgia.

Speaking of building and rebuilding! If you were alive during the original dotcom boom, you knew Webvan, the company that sought to deliver just about everything to anyone anywhere. This was Amazon before Amazon was Amazon and Coppy Holzman was the co-founder of the one-time $9 billion (!) in market cap company. Then, as quickly as it expanded, Webvan went bust in the dotcom crash. Coppy has since gone on to build and sell charity-experience company CharityBuzz and is now creating a dog-friendly coffee chain called Boris and Horton. He talks about how his vision of what it takes to build a sustainable business has changed over the years and what matters most.

Junior Bridgeman is one of the most successful former athletes of all time. After retiring from the Milwaukee Bucks in 1987, he started a career that took him from owning and running a few Wendy's in Milwaukee to being one of the largest franchisees in America. His next act? Coca Cola bottler.

The inspiring — and rarely heard — speaker talked to Evan and guest co-host Dan about his career and life lessons in front of a live audience in Louisville, Ky. Regular listeners might know Louisville as the city where Evan and Dan honed their non-cancelled-stamps-recycling skills. Others will recognize it as the town where Bridgeman was a college basketball star and now lives. The event was hosted by Kentucky to the World, which you should be following!  (Image: Insider Louisville)

Don't forget to give feedback!  Twitter: Rothevan and Danroth LinkedIn: Evan and Dan

Dan Ariely's career started in a hospital bed. 

In his senior year in high school, while a trainee in the Israeli military, a magnesium flare exploded next to him. The resulting burns covered 70 percent of his body and left him in horrendous pain, trapped in bandages and isolated in a hospital for three years. During that time, he developed a sense of detachment. He watched the world around him and wondered why things were happening to him; why nurses and doctors were making certain decision and wondering if there was a better way. That sense of being an outsider continued as he healed and launched his path as a behavioral economist, studying why humans made the decisions they did. Ariely talks to Evan and returning guest-host Dan about how the experience shaped him, how it's influenced how he leads his life, and how he runs his business (he sold his management app, Timeful, to Google earlier this year). Along the way, he offers some surprising findings about what makes us save (and what doesn't) and more.

Dan and Evan start the show talking about FIFA and the amazing corruption that soccer's governing body apparently reveled in. Dan asks: Could out-going president Sepp Blatter and his lieutenants still have accomplished their main goal — creating terrific soccer (just kidding! Creating tremendous wealth) — without running afoul of the U.S. government? Evan struggles to see the genius in Dan's business parallels. 

Let us know what you think: https://twitter.com/rothevan

Jordan Roth — who, let’s be clear right from the start, isn’t a relative — joins Evan and returning guest host Daniel Roth to talk about his groundbreaking work on Broadway. Since his first production, The Donkey Show, Jordan has proven himself as someone who can change the way theater works. With shows like Kinky Boots, The Book of Mormon and more, he believes in exciting, engaging and changing the audience — one attendee at a time. As a result, he's racked up award after award: youngest lead producer ever nominated for a Tony Award, Fast Company's "Most Creative People in Business 1000," Backstage's "#2 Most Powerful Person on Broadway".

Jordan talks about his career path, how long it took to define himself and why, considering everything on his plate, he decided to also launch Culturalist. 

Also, Dan and Evan debate vacations and sabbaticals and conclude that the best thing to do is to go on vacation to discuss it more.

Jane Friedman joins Evan and guest co-host Dan to talk through her publishing career as an “experienced” entrepreneur after holding the CEO role for 10 years at Harper Collins.   Jane is remarkable for her ability to excel as a CEO where she trusts her gut over any financial model.  Jane has a vendetta against spreadsheets as you will hear.  As she discusses her new business Open Road Integrated Media, tune in to Jane’s warning that “starting a company from zero…Man, that is a whole another game.  I had no idea”. Jane also addresses the role gender played in her career and answers whether Rupert Murdoch reads.   

Evan and Dan open the show with their own assessment of the issues that Michael Lewis brought to the public around High Frequency Training and compares it to buying a bike on Black Friday. Urologists continue to download the podcasts in droves for just this type of metaphor.

After the banter, Dan Senor is welcomed on the show.  Dan’s resume is full of successes in writing as the author of Start-Up Nation, in finance as a banker and in politics as a foreign policy advisor. He shares the insights into a multi-talented life that tracks the storytelling of his Mother, installing lightbulbs in Iraq and ignoring the advice of the Carlyle founders.

Also, we are thrilled to announce that Breaking the Mold is the #1 podcast among urologists!* 

*After survey of one urologist who happens to be a relative 

Brett and Evan dig into the Horatio Alger-inspired life of Harry Wilson.  Harry grew from modest Greek roots in a tiny town in upstate New York to a Harvard graduate and an influential businessman notably as the savior of the US auto industry in 2008, a board member at Yahoo! as well as an accomplished public servant.

Harry shares his war stories and the merits of a cold call even if you are a lifelong Republican reaching out to an influential Democrat.  

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