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WeWork: When the Mission Statement Couldn’t Pay the RentWeWork had a simple business at its core: lease office space, make it attractive, and rent it back out to people and companies that wanted fle…

WeWork: When the Mis…

WeWork: When the Mission Statement Couldn’t Pay the RentWeWork had a simple business at its core: lease office space, make it attractive, and rent it back out to people and companies that wanted flexibility.But that wasn’t the story WeWork told.The story was bigger. Much bigger. WeWork wasn’t just offering desks and conference rooms. It was selling community, connection, a new way to work, and even a mission to “elevate the world’s Consciousness.”For a while, the world bought the story. Investors poured in hundreds of millions of dollars, and eventually billions more. The press fol…

Most entrepreneurs don’t start with a fully formed company. Sometimes they start with a problem they can’t stop thinking about.My guest today, Nathan Gwilliam, is a serial entrepreneur, podcaster,…

Most entrepreneurs d…

Most entrepreneurs don’t start with a fully formed company. Sometimes they start with a problem they can’t stop thinking about.My guest today, Nathan Gwilliam, is a serial entrepreneur, podcaster, and platform builder. He is widely known as the founder of Adoption.com, a company that grew from a deeply personal mission to use the internet to help children and families through adoption.Nathan’s story is especially interesting because it sits at the intersection of purpose, Technology, and entrepreneurship. Adoption.com was not just another website. It was an early example of using the in…

On this episode of Reluctant Lessons - Where Businesses Go Wrong:At its peak, Borders was one of the most recognizable names in bookselling, with more than 1,200 Borders and Waldenbooks locations and …

On this episode of R…

On this episode of Reluctant Lessons - Where Businesses Go Wrong:At its peak, Borders was one of the most recognizable names in bookselling, with more than 1,200 Borders and Waldenbooks locations and annual revenue exceeding $4 billion. It was not just a bookstore. It was a destination where customers browsed books, music, movies, magazines, and gifts while spending time in a comfortable Retail environment.But just a few years later, Borders filed for bankruptcy. The company that once helped define the big-box bookstore experience was gone.So what went wrong?In this episode of Reluctant Lesson…

Most people think success is about playing it safe. Get the degree. Build the resume. Avoid the big risks.But what if that thinking is exactly what keeps people stuck? What if in today’s world… s…

Most people think su…

Most people think success is about playing it safe. Get the degree. Build the resume. Avoid the big risks.But what if that thinking is exactly what keeps people stuck? What if in today’s world… safe is actually the riskiest move you can make?Today’s guest has spent decades challenging conventional thinking around success, wealth, and entrepreneurship. Randy Gage is a New York Times bestselling author, a Hall of Fame speaker, and someone who has spoken to more than two million people across over 50 countries. But what makes his story especially compelling isn’t just the success.It’…

There are many entrepreneurs who start with a business plan, a market analysis, and a carefully mapped-out strategy. And then there are the rest of us.We start with a skill, a product, a craft, or an…

There are many entre…

There are many entrepreneurs who start with a business plan, a market analysis, and a carefully mapped-out strategy. And then there are the rest of us.We start with a skill, a product, a craft, or an idea. We get good at making something, solving something, or creating something. Then one day we realize that being good at the work and being good at the business of the work are two very different things.My guest today understands that difference firsthand.Paul Pape is an artist, designer, maker, creative business strategist, and founder of Gamify Business. After more than 20 years building a c…

We all start the day with good intentions. Then the emails arrive. The phone rings. A customer needs something. A team member has a question. A small problem becomes urgent, and before you know it, th…

We all start the day…

We all start the day with good intentions. Then the emails arrive. The phone rings. A customer needs something. A team member has a question. A small problem becomes urgent, and before you know it, the work you planned to do never gets done.For entrepreneurs, that’s more than frustrating. It can be dangerous. Because the most important work in a business is often the easiest work to postpone.Today, I am joined by Mridu Parikh, founder of Life Is Organized. Mridu is a productivity coach, speaker, host of the Productivity on Purpose podcast, and author of Accomplish It: 7 Simple Actions to Get…

Most entrepreneurs think they understand their numbers.Revenue. Profit. Cash flow. But the reality is, many businesses fail not because they don’t grow… But because they don’t understand what th…

Most entrepreneurs t…

Most entrepreneurs think they understand their numbers.Revenue. Profit. Cash flow. But the reality is, many businesses fail not because they don’t grow… But because they don’t understand what their numbers are actually telling them.Today’s guest has spent decades on both sides of that equation.As an investor…As a CFO…And now as an entrepreneur helping companies turn financial data into strategy.Today’s guest is Salvatore Tirabassi, Managing Director of CFO Pro+Analytics. Sal brings over 25 years of experience across venture capital, private equity, and executive financial leaders…

Everyone sees the success.The career. The title. The outcome.What they don’t see is what happens when the path you committed your life to suddenly ends.Not gradually. Not on your terms.Just… over.…

Everyone sees the su…

Everyone sees the success.The career. The title. The outcome.What they don’t see is what happens when the path you committed your life to suddenly ends.Not gradually. Not on your terms.Just… over.And in that moment, all the discipline, all the effort, all the sacrifice… doesn’t disappear. But it no longer has a place to go. That’s where the real story begins.Today’s guest, Jack Oujo has lived that reality at a very high level, through a career that required a complete reinvention.He spent eight years as a professional baseball umpire, rising to Triple-A, one step away from the majo…

Entrepreneurship is often portrayed as a talent problem. Find the right people, build the right team, and everything else falls into place.But what if the real problem isn’t talent at all? What if …

Entrepreneurship is …

Entrepreneurship is often portrayed as a talent problem. Find the right people, build the right team, and everything else falls into place.But what if the real problem isn’t talent at all? What if the problem is that most companies have no idea how to attract the right people in the first place? Because hiring isn’t just a process. It’s a story. And most companies are telling the wrong one.Today’s guest, EA Clarke, has spent more than 30 years inside the recruiting world, not just observing it, but breaking it.As the founder of Pivot + Edge, he’s built a company designed to challeng…

Most entrepreneurs are told they need better marketing, better sales, better funnels, and better technology. But sometimes the most powerful business tool is much simpler: a camera, a clear message, …

Most entrepreneurs a…

Most entrepreneurs are told they need better marketing, better sales, better funnels, and better technology. But sometimes the most powerful business tool is much simpler: a camera, a clear message, and the willingness to be useful before asking for the sale.Today, we are talking with Anthony Prichard, a former general contractor who moved from construction and corporate sales into video marketing, YouTube strategy, SEO, and digital growth for Small Businesses. Anthony helps business owners use short educational videos to build trust, get found, and generate leads without relying entirely on…

Most entrepreneurs are told they need a world-changing idea. But what if that is the wrong goal? What if the better goal is to build something that changes your world?My guest today is Jay Sapovits, f…

Most entrepreneurs a…

Most entrepreneurs are told they need a world-changing idea. But what if that is the wrong goal? What if the better goal is to build something that changes your world?My guest today is Jay Sapovits, founder of Ink’d Stores, a branded merchandise, custom apparel, promotional products, and online store company.Jay’s path was not built around a perfect plan or a Silicon Valley-style breakthrough. In fact, Jay makes a powerful point: the idea is usually not the business. Execution is the business. Courage is the business. Seeing a problem, offering a solution, and taking action is the busines…

Most people think success is about playing it safe. Get the degree. Build the resume. Avoid the big risks.But what if that thinking is exactly what keeps people stuck? What if in today’s world… sa…

Most people think su…

Most people think success is about playing it safe. Get the degree. Build the resume. Avoid the big risks.But what if that thinking is exactly what keeps people stuck? What if in today’s world… safe is actually the riskiest move you can make?Today’s guest has spent decades challenging conventional thinking around success, wealth, and entrepreneurship. Randy Gage is a New York Times bestselling author, a Hall of Fame speaker, and someone who has spoken to more than two million people across over 50 countries. But what makes his story especially compelling isn’t just the success.It’s…