21 Hats Podcast
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21 Hats Podcast episodes

  • A Successful Owner Chooses an Innovative Exit
    This week, in episode 203, special guests Laura Anderson, founder of Local Ocean, and Peter Koehler, her succession-planning advisor, explain why Laura decided to sell her thriving seafood business in a transaction that created a business model that is neither widely known nor widely understood. It’s called an employee-ownership trust, and there are only about 50 of them in the United States. But their numbers are growing here and abroad, and for good reason. The trust model offers owners something of a choose-your-own-adventure option that can allow them to sell for a market rate in a relatively uncomplicated transaction that makes it far more likely the business will remain true to its established mission—especially when compared to selling to private equity or even to an employee stock ownership plan. Of course, there are challenges, including getting a bank to consider financing one of these deals. But in this episode, Laura explains why, with Peter’s help, she decided to trust the trust.
    58 min
  • Dashboard: Is It Time to Panic About Deficits?
    No, says Gene Marks, who — it may surprise you to hear — offers three main reasons he doesn’t believe business owners should panic over the U.S. government’s growing debt. That said, he does believe that we are likely to have to operate in an environment of higher inflation and higher interest rates for some time, and he says that is likely to require some adjustment in the thinking of business owners.
    22 min
  • I Used to Sell to Consumers
    This week, in episode 202, Paul Downs, Jaci Russo, and Sarah Segal talk about how they wound up pitching their products and services not to consumers, but to other businesses. They all agree that selling to business is more profitable, and they all agree that it has other advantages, as well. “In general,” says Paul, “it's easier to sell to businesses because the person you're talking to, it's rarely their money.” But some aspects of selling B2B can be harder. For example, how do you break through and reach the right person at a business, especially if you’re trying to reach the owner directly? And of course, there’s always a learning curve: Selling to a big business requires a level of professionalism that can be challenging, especially early on. Plus: Sarah explains why—even though she had to lay off people last year—she’s doubling her office space this year. Jaci is exploring what policies make hybrid offices most effective. And Paul, who says he’s having his best year ever, spells out the way he calculates when it’s time to add employees, as he had to do earlier this year.
    55 min
  • Dashboard: SCOTUS Unleashes a Tsunami of Regulatory Chaos
    This week, Gene Marks and Loren Feldman discuss the Supreme Court’s decision, released on Friday, that takes authority to interpret laws passed by Congress away from federal agencies and gives it to judges. Whatever you think of the merits of the ruling, Gene points out, it creates tremendous uncertainty for businesses trying to comply with the law. For example, a new overtime rule is supposed to go into effect today. Should businesses start following it, Gene asks? Or wait to see what happens with pending litigation?
    24 min
  • This Is Not How This Ends
    This week, in episode 201, we bring you what we’re calling an Entrepreneurial Fish Bowl with Chris Hutchinson. As you may remember, we recorded one of these at our 21 Hats Live event in Fort Worth, where I shared some of my challenges trying to build 21 Hats and got feedback from the group. We recorded that conversation and turned it into a podcast episode. This time, we’re doing the same thing except it will be Jaime Echt, founder and CEO of The Crafters Workshop, who is going to explain her challenges to a virtual group of 21 Hats entrepreneurs. As you’ll hear, Jaime’s challenges are real: Her sales are down. Her customers are aging. Her lease is up. And she’s not sure what she should do next. We’re going to see if a group of 21 Hats Founding Members can offer some support and advice.
    49 min
  • Dashboard: Yes, of Course, AI Will Eliminate Jobs
    Companies don’t like to admit it, says Gene Marks, but that’s kind of the point. So far, it’s mostly big companies with millions to spend that have been able to replace humans with bots, but he believes smaller businesses will soon be doing the same thing. Should we be worried about that? He doesn’t think so. Plus: Why a lot of businesses still don’t offer 401(k) plans. And if job candidates want to bring a parent along to an interview, Gene says he’s fine with that.
    20 min
  • What Will Businesses Do If SEO Dies?
    This week, in episode 200, Shawn Busse, Liz Picarazzi, and Jaci Russo talk about how the marketing world is turning upside down. For decades, business owners have treated search engine optimization as something of a religion. They may not have been able to explain it, but they had faith that, if they obeyed the rules, Google would discover their sites and rank them. But search engines are getting a lot less generous about sharing links, and Shawn fears there’s an apocalypse coming for businesses that rely too heavily on SEO. Jaci’s a little more optimistic: “There'll be some other places to go get free traffic,” she says. “There always are.” Plus: Liz gives us an update on her recent trip to Vietnam in search of a contract manufacturer. And in a case study ripped right from the subreddit headlines, I ask the three owners: What do you do if a loyal, hard-working employee starts a side hustle selling a product that doesn’t compete with your product but looks a whole lot like it?
    52 min
  • Dashboard: Why Business-Book Advice Doesn’t Work for You
    This week, Shawn Busse talks about why the business-advice books we’ve all read often fall flat. Shawn says it’s because much of what they suggest is predicated on a traditional model of a business that makes widgets. As a result, that advice may work fine if you are a manufacturer, but it’s far less likely to help if your product or service is more customized. That may seem obvious but the thinking Shawn describes remains deeply embedded in the small business mindset. One example: the implementation of highly regimented processes. It can be great for some businesses, stifling for others. (You can also read “Rethinking Your Value Model,” an article Shawn wrote on this topic.)
    25 min
  • I Decided to Slow Our Growth
    This week, in episode 199, Jennifer Kerhin tells Shawn Busse and Jay Goltz that she finally managed to take her first real vacation since starting her business almost 20 years ago. The vacation is part of a decision she made last year to regroup a bit, in part by backing off on her sales and marketing outreach. The goal is to give her team and herself a bit of a respite while they catch their breath and while Jennifer institutes processes that will improve operations. Of course, that raises an obvious question: Will she be able to turn the growth back on when the time comes? Plus: Shawn and Jay explain how they’ve eliminated negotiation from their hiring regimens. And all three debate who’s really responsible when owners pay for a marketing plan that doesn’t work: Is it the salesperson who pitched the plan? Or the owner who fell for the pitch?
    56 min
  • Dashboard: Can You DIY a Business Acquisition?
    This week, Tracy Bech, who is co-author of the “60 Minute CFO” and who has bought and sold businesses herself, offers some guidelines on how to approach an acquisition. Some of it is looking at the numbers, of course. Some of it is understanding the story behind those numbers. And some of it is psychological, controlling your emotions and maintaining a willingness to walk away from the deal if something doesn’t break right. And by the way, Tracy says, it’s never a bad idea to use the same lens to analyze the performance of your own business.
    22 min

About 21 Hats Podcast

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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,…

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