『21 Hats Podcast』のカバーアート

21 Hats Podcast

21 Hats Podcast

著者： 21 Hats
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The 21 Hats Podcast presents an authentic weekly conversation with small business owners who are remarkably willing to share what’s working for them and what isn’t. Unlike many business podcasts, which tend to talk to highly successful entrepreneurs whose struggles are in the past, the 21 Hats Podcast features a rotating cast of business owners who are still very much in the trenches fighting the good fight. Every week, our regulars gather to talk about the kinds of important issues many owners won’t even discuss behind closed doors: whether their businesses are as profitable as they should be, whether they are willing to give up some control to an investor in order to grow faster, why they had to lay off employees, how they wound up with way too much inventory, why they don’t have a succession plan, and even why they are concerned about their own mental health. Visit 21hats.com to hear all of our podcast episodes, read episode transcripts, and learn more. The show is produced by Jess Thoubboron, founder of Blank Word.Copyright 21 Hats マネジメント・リーダーシップ マーケティング マーケティング・セールス リーダーシップ 政治・政府 経済学
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  • Can an Owner Really Know What’s Going On?

    Can an Owner Really Know What’s Going On?
    2026/09/22
    This week, Jay Goltz and William Vanderbloemen tackle a problem that business owners may associate with big companies: What happens when an employee becomes convinced that his or her manager is making bad decisions, but going through normal channels just isn’t working? Jay says he absolutely wants employees to speak up, even if that means going over a manager’s head. William agrees that there are times when an employee has to escalate a problem. But as the conversation unfolds, both acknowledge something that can be easy for an owner to underestimate: Speaking up can feel extraordinarily risky to employees. And how is that information going to surface then?

    And in our latest Beyond Small segment, Jay and William discuss what, if anything, another bank could offer that would persuade them to move their business—and why both have grown wary of what happens when smaller banks get swallowed by bigger banks. Plus: How should owners think about the forecast of a prominent economics group that a severe downturn is likely to hit in 2030? And William talks about how his wife’s cancer diagnosis has changed the way he thinks about time, work, and succession. As one of his older golf partners put it, life is like a roll of toilet paper: “It goes really fast at the end.”

    Show Notes:

    Read more about ITR Economics’ Great Depression forecast for 2030.

    Get a free trial of the 21 Hats Morning Report.

    Learn more about the 21 Hats Succession Solutions Workshop.
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    46 分
  • Dashboard: Are You Still the Best Person to Run Your Business?

    Dashboard: Are You Still the Best Person to Run Your Business?
    2026/09/18
    For a lot of business owners, there comes a point when the obvious choices seem to be: keep running the business or sell it. But Tighe Burke says there’s a third option that owners often overlook: keep the business, hire someone else to run it, and let that person take it places you may not be equipped—or inclined—to take it yourself. Burke, who runs the executive recruiting firm Srch, specializes in finding operators for founder-led businesses. He says one of the hardest things for entrepreneurs to accept is that someone else may actually be better at running their company than they are.In our conversation, he explains how owners can tell when it’s time to step aside, what it costs to hire a professional operator, why owners have to be prepared to give that operator real authority, and what tends to happen when they don’t. He also explains why, for an owner contemplating an exit, hiring the right CEO can sometimes be a better financial move than selling—allowing the owner to keep collecting profits, grow the company's value, and perhaps sell it later for considerably more. The episode is brought to you by Grasshopper Bank.
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    34 分
  • You Just Lowered the Value of Your Business

    You Just Lowered the Value of Your Business
    2026/09/15
    Earlier this year, Ted Wolf suggested that Paul Downs should take a serious look at how artificial intelligence might improve his custom woodworking business. Paul was skeptical—but he invited Ted and his team to come visit the shop and see for themselves. This week, Ted reports back. He came away impressed by the business Paul has built but also convinced that Paul has a problem: As Ted sees it, too much of what makes the company work still resides in Paul’s head. Ted believes AI could help capture some of that knowledge, improve everything from estimating to production, and, perhaps most important, prepare the company to run one day without Paul.

    Paul remains unconvinced. He agrees that AI will find its way into the business eventually, but he questions whether it can capture the judgment, experience, and nuance required to build one-of-a-kind products. His inclination is to let the next owners figure that out. “So Paul,” Ted responds, “if they’re going to have to deal with it, you just lowered the value of your company.” Which raises a question that goes well beyond AI: If you hope someday to sell or transfer your business, how much of what you know has to be captured before you leave?

    Plus: In our latest Beyond Small segment, sponsored by Grasshopper Bank, I ask Paul, Ted, and Lena McGuire what would happen if their businesses suddenly doubled. Would they be thrilled—or terrified? Could they handle the growth? And would they even want it? That leads to a discussion that comes up here fairly often: How big do you really want your business to be?
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    49 分
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