Problem Solvers

Entrepreneur.com

Real stories of how entrepreneurs solved problems that threatened to kill their entire business.

  • 30 minutes 1 second
    How to Build Brand Awareness Without Paying for Ads

    Building brand awareness doesn’t have to cost big bucks. It can be as simple as leveraging your relationships in the community. The founders of Cold Blooded and Bizarre share how they built a beloved local brand by showing up everywhere their community already gathers, and turning simple touchpoints into constant reminders. Plus a two headed snake!

    This episode is brought to you by CLA. With you on every step of your financial journey. To learn more, visit CLAConnect.com.


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    15 December 2025, 8:00 am
  • 1 hour 2 minutes
    Shark Tank’s Robert Herjavec: Here’s How to Impress An Investor

    You’ve seen Robert Herjavec make deals on Shark Tank, but do you actually know how he thinks? In this candid conversation, Robert breaks down the real questions investors should ask, and the common mistakes founders keep making. He also warns about the wrong lesson some people take from Shark Tank. And yes, if he still thinks about passing on Scrub Daddy.

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    8 December 2025, 8:00 am
  • 30 minutes 48 seconds
    Coach’s Longtime CEO Had An Intense Hiring Process

    When Lew Frankfort joined Coach in 1979, he knew nothing about fashion but he understood people. That skill became the foundation of his leadership and the reason he transformed Coach from a small, overlooked accessories brand into a global powerhouse. In this episode, Lew shares the interview strategy he’s refined over decades and written up in his new book Bag Man. He breaks down the questions he asks, the tests he uses, and the surprising single trait he believes matters more than experience or résumé.


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    1 December 2025, 8:00 am
  • 25 minutes 47 seconds
    How to Get Out of a Creative Rut

    Feeling stuck? Uninspired? Unsure how to find the right answer to the problem you're trying to solve? Scott Anthony can get you unstuck. He teaches strategy at the Tuck School of Business at Dartmout, and is the author of the book Epic Disruptions. He walks us through simple, science-backed strategies to reboot your creativity, the psychology behind peak performance, and why the worst way to solve a problem is to force it.

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    24 November 2025, 8:00 am
  • 34 minutes 56 seconds
    How to Find a Problem Worth Solving

    What makes an idea truly worthy of your time? Nir Zicherman, co-founder of Anchor and former Head of Audiobooks at Spotify, thought he’d left the startup world behind. But he kept wondering if he could help people learn in a better way. And oboe.com was born. In this conversation, Nir and Jason explore how to know when you’ve found something that’s more than a project. It’s your next calling.

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    17 November 2025, 8:00 am
  • 25 minutes 11 seconds
    The Simple Trick That Sells Anything

    When Jared Foster of Times Ticking bought a small watch shop, he realized one question was killing sales. So he replaced it with a simple, repeatable strategy that made customers feel welcome and ready to buy. That shift helped Times Ticking land on Entrepreneur’s list of America’s Favorite Mom & Pop Shops and turn quick repairs into big sales.

    This episode is brought to you by CLA. With you on every step of your financial journey. To learn more, visit CLAConnect.com.


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    10 November 2025, 8:00 am
  • 29 minutes 30 seconds
    Are You Over-Managing Your Team?

     Executive coach Muriel Wilkins joins the show to unpack one of the biggest growth blockers in business. The leader who needs to be involved in everything. Drawing from her new book Leadership Unblocked, she breaks down how that urge forms, why it destroys trust and agency inside organizations, and how to recalibrate your time toward the work that actually drives results.

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    3 November 2025, 8:00 am
  • 29 minutes 29 seconds
    Taylor Rooks on How to Instantly Connect With Anyone

    NBA stars don’t open up easily, but Taylor Rooks makes it look effortless. The lead host of Amazon’s NBA on Prime joins the show to share how she earns trust fast, even from the most guarded people in the room. It’s not just about asking questions. Whether you’re interviewing the team or leading it, trust is the foundation of every successful relationship.


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    27 October 2025, 7:00 am
  • 41 minutes 23 seconds
    Michael Bosstick on How to Build and Leverage an Audience

    Michael Bosstick, founder and CEO of Dear Media, breaks down the mechanics of audience growth and what smart creators do after they’ve built one. He shares his proven blueprint for turning attention into impact. This conversation will change how you think about the audience as an asset, not just a metric.

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    20 October 2025, 7:00 am
  • 25 minutes 53 seconds
    How to Take a Long Vacation

    Most people think taking a month off work is impossible, but what if it’s actually a smart career move? Jillian Johnsrud, author of Retire Often, argues that planning a “mini-retirement” isn’t just good for your sanity. It forces you (and your company) to build better systems, and delegate more effectively. In this episode, Jason digs into her framework for making extended time off possible in any situation.

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    13 October 2025, 7:00 am
  • 30 minutes 35 seconds
    Everything You Know About Leadership Is Wrong

    Jon Levy, behavioral scientist and author of Team Intelligence, is here to blow up what you thought you knew about leading teams. He reveals why most leadership advice is outdated, how the entire industry is built on a con man’s research from the 1900s, and what actually drives people to follow great leaders. He also shares one scientifically proven tip to build a smarter team.

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    6 October 2025, 7:00 am
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