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  • How to Engineer the Perfect Product Market Fit

    How to Engineer the Perfect Product Market Fit
    Feb 16 2026
    Joey Zwillinger, the founder of Allbirds and Biologica, sat down with Jason to talk about the challenges of finding your ideal customer. Joey's done it both ways. Starting with a product and searching for the right people to buy it, and starting with a problem and building the solution. In this conversation, he breaks down what actually works when you're hunting for product-market fit, and what to do when your customers surprise you (because they will). Learn more about your ad choices. Visit megaphone.fm/adchoices
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    31 Min.
  • I Hate Meetings. This Expert Showed Me Why I'm Part of the Problem

    I Hate Meetings. This Expert Showed Me Why I'm Part of the Problem
    Feb 9 2026
    Nobody likes meetings. But there’s a good reason for that. Organizational behavior expert Dr. Rebecca Hinds, author of the new book Your Best Meeting Ever, explains why most meetings are a massive waste of time and what to do about it. She shares a simple test to determine if a meeting actually deserves to be on your calendar. Plus, Jason also discovers something uncomfortable about his own approach to meetings. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    29 Min.
  • How Solopreneurs Can Lower Their Taxes

    How Solopreneurs Can Lower Their Taxes
    Feb 3 2026
    For sole proprietors and self-employed professionals, taxes can feel confusing, time-consuming, and easy to get wrong. What counts as a deduction? How do you save money on your taxes? And how do you stay organized when you’re doing everything yourself? In this episode, CPA and tax expert with TurboTax, Lisa Greene-Lewis breaks down how solo business owners can make taxes simpler, smarter, and less stressful. We talk about common mistakes new business owners make, overlooked opportunities to save money, what they need to know for the upcoming season, and how the right tools and systems can help you stay focused on growing your business—not wrestling with paperwork. With the business tax filing deadlines are approaching quickly, with many returns due March 16, 2026, understanding what has changed and acting on it with the right guidance may be one of the most practical decisions a solopreneur makes this year. Learn more about filing your taxes with Intuit TurboTax, visit http://turbotax.com/business Learn more about your ad choices. Visit megaphone.fm/adchoices
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    25 Min.
  • Gary Vee’s 2026 Marketing Playbook

    Gary Vee’s 2026 Marketing Playbook
    Feb 2 2026
    Gary Vaynerchuk joins Jason to share why he believes traditional social media is fading and where smart businesses should focus next. He explains how to find the audience you’re overlooking, and offers a practical framework for getting your content in front of the right people in 2026. Plus, why one of his agencies is rebranding and what it signals about where marketing is headed. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    29 Min.
  • What If You Are In The Wrong Role?

    What If You Are In The Wrong Role?
    Jan 26 2026
    Moments Lab co-founders and identical twins, Frederic & Philippe Petitpont, realized they were in the wrong role. The CEO became CTO. The CTO became CEO. As a result, the business got stronger. In this episode, they break down how to spot role misalignment and how putting the company first can unlock real scale. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    30 Min.
  • Should Leaders Make Slower Decisions?

    Should Leaders Make Slower Decisions?
    Jan 19 2026
    We’re taught that good leaders decide fast. But that belief may be holding you back. Harvard instructor and author of Manage Yourself to Lead Others, Margaret Andrews, explains why effective decisions often take longer and how rushing creates more work later.Together, she and Jason explore the mystic around leadership and decisions. Plus, one easy way to know if your meetings are effective. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    30 Min.
  • Jersey Mike’s CEO on Scaling Without Losing the Brand

    Jersey Mike’s CEO on Scaling Without Losing the Brand
    Jan 12 2026
    Jersey Mike’s just hit No. 1 on Entrepreneur’s Franchise 500, as it enters a new era of ownership and leadership. New CEO Charlie Morrison explains how the brand plans to grow without breaking what already works. Plus, he reveals whether Danny DeVito is really going to lose his job to Eli Manning. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    41 Min.
  • Why Nostalgia Sells Even For New Brands

    Why Nostalgia Sells Even For New Brands
    Jan 5 2026
    Brand historian Jason Liebig explains how nostalgia works as a strategic tool, not just a retro look. He breaks down why familiar emotions build trust faster and how brands use nostalgia without copying the past. Plus, practical ways founders can apply it through design, storytelling, and customer experience. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    36 Min.