21 Hats Podcast
21 Hats
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.
Episodes
Mentioned books
Oct 12, 2021 • 1h 7min
Should I Open My Books to My Employees?
This week, in episode 80, we talk about open-book management, which its proponents call the only sensible way to run a company. To test that theory, we bring together three skeptics and three believers to discuss what it really means for owners to open their books: Do employees know what the boss makes? Do they flee when the numbers turn red? Do they expect to have a say in big decisions? What emerges is an intimate look at how six smart business owners run their businesses.
Oct 11, 2021 • 21min
Dashboard: Looking for Answers
Every Monday, Loren Feldman and Gene Marks discuss the issues business owners should be monitoring. This week, we talk about how car dealers are profiting despite the chip shortage, the dangers of depending on a platform like Facebook, a possible CRM game-changer, and the many questions that remain to be answered about President Biden’s vaccine mandate. For example, are businesses subject to the mandate if they have 100 employees but the employees all work from home?
Oct 5, 2021 • 50min
“Pardon Me. I’m So Sorry. This Is My First Pandemic”
This week, in episode 79, we go one-on-one with William Vanderbloemen. We start off talking about how he saw The Great Resignation coming and what he thinks are the keys to coping with it. Then we step back, and—with the help of many questions suggested by listeners—we discuss his conversion from pastor to CEO, what happened to his company culture when everyone went remote, and why he still reads every single email he gets—even when he’s off on a seven-week sabbatical. Plus: how he hit upon his unconventional social media strategy and his suggestions if you’re looking for a VP of marketing. (Suggestion No. 1: Try not to lose the one you have.)
Oct 4, 2021 • 26min
Dashboard: Is the Startup Party Over?
Every Monday, Loren Feldman and Gene Marks discuss the issues business owners should be monitoring. This week, Gene explains why he thinks inflation and rising interest rates are going to end the recent surge in startups. Plus: Why raising prices is such a challenge for business owners—even when everyone is doing it. And what are we to make of a third straight month of falling consumer confidence? Are other metrics flashing warning signs as well?
Sep 28, 2021 • 54min
I’m a Freak About the Numbers
This week, on episode 78, Jay Goltz, Diana Lee, and Dana White talk about how they manage their financials—what reports they get, what KPIs they track, and how they make sure the sales team isn’t going rogue. We also learn of a new wrinkle in Dana’s growth plan. She’s concluded that—along with rolling out franchises and installing hair salons on military bases from Texas to Germany to Okinawa—she also needs to create her own software platform to manage her salons. “Cha-ching,” responds Jay. Plus: Diana explains how the new digital marketing privacy rules hamstring small businesses—and what they can do about it.
Sep 27, 2021 • 18min
Dashboard: Forget Your Monthly Newsletter
Every Monday, Loren Feldman and Gene Marks discuss the issues business owners should be monitoring. This week, Gene explains why Intuit’s purchase of Mailchimp is going to lead to you stop sending out your boring monthly newsletter. Plus: Are you still screening job candidates for drugs? Couldn’t the public companies that got PPP money have at least paid it back? And how technology is improving performance reviews.
Sep 21, 2021 • 41min
Can an Entrepreneur Raise an Entrepreneur?
This week, in episode 77, Jay Goltz and Diana Lee discuss the dangers of mixing entrepreneurship and parenting. Years ago, when Chris Rock was asked in an interview about his relationship with his children, he responded, “My kids are rich. I have nothing in common with them.” Obviously, that’s an extreme example, played for laughs by a comedian, but you don’t have to be a celebrity to wonder about the differences between your upbringing and your kids’ upbringing. As it happens, Jay and Diana were both raised in family businesses, but they offer contrasting approaches to the challenges of raising a family and building a business at the same time. Plus: we also talk about what the upheaval in the auto industry means for Diana, how to think about the president’s vaccine mandate, and whether Jay has resolved his crazy double-billing problem with AT&T.
Sep 20, 2021 • 20min
Dashboard: Stop Complaining!
Every Monday, Loren Feldman and Gene Marks discuss the issues business owners should be monitoring. This week, Gene explains why he’s changed his mind about the president’s vaccine mandate. Plus: how smaller businesses can compete with Amazon’s $3,000 signing bonus—and get the government to pay for it. How some restaurants take advantage of their tipped employees. And are we finally done with business cards?
Sep 14, 2021 • 35min
Our Best New Accounts Are Coming Through LinkedIn
This week, in episode 76, Stephanie Stuckey talks about how she’s been winning her biggest retail accounts for Stuckey’s candies without a sales pitch. She also explains her latest manufacturing snafu, which she calls, “the case of the squishy pecan log rolls.” Laura Zander, meanwhile, tells us about the supply chain challenges she’s faced getting products from China, Vietnam, and South Africa. Plus, she talks us through how her latest price increases have resulted in a doubling of orders.
Sep 13, 2021 • 24min
Dashboard: How Will the Vaccine Mandate Affect Smaller Businesses?
Every Monday, Loren Feldman and Gene Marks discuss the issues business owners should be monitoring. This week: the president’s vaccine mandate, the expanded EIDL, mitigating inflation, preventing ransomware attacks, and getting creativity from a remote workforce.
