21 Hats
21 Hats Podcast
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...
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Episodes
“I Can Do It. I Promise You, I Can Do It” 09.11.2021 50:23
This week, in episode 84, Dana White takes us along for the ride, sharing the remarkable opportunities and the daunting challenges she’s confronting simultaneously. In a one-on-one conversation, we catch Dana at an emotional moment. After a triumphant trip to Germany, where she expects to open salons on multiple military bases, she’s just returned to Detroit—only to learn that the team she’s count...
Dashboard: A Social Media Strategy for Business Owners 08.11.2021 18:14
This week, Loren Feldman and Gene Marks talk about an entrepreneur who may have cracked the code on TikTok by simply telling the story of her business the way she would tell it to a friend—although Gene’s not really buying it. They also talk about the Biden administration’s vaccine mandate now that the rules have been released, some options for businesses trying to figure out health insurance, and...
Paying the Volcano God 02.11.2021 44:26
This week, in episode 83, Paul Downs tells Jay Goltz and Laura Zander why he’s come to view Google as the Volcano God. He’s not sure what it will take to keep the Volcano God happy, but he’s obsessed with doing everything he can, because the consequences of failing would be so great. We also talk about Paul’s content marketing strategy, the pricing lessons that emerged from our recent attempt to m...
Dashboard: What’s in the Build Back Better Bill for Small Businesses? 01.11.2021 12:15
This week, Loren Feldman talks to John Arensmeyer, founder and CEO of Small Business Majority, an advocacy group for entrepreneurs about the seemingly endless negotiations in the senate over what could be the Biden administration’s most important piece of legislation. What’s in the bill that would help business owners? Is there anything that would hurt? Is there anything not in the current version...
I Track Everything You Could Possibly Measure 26.10.2021 45:20
Several weeks ago, we had a great conversation about how Jay Goltz, Diana Lee, and Dana White track their financials. It was so good that, this week, in episode 82, we decided to put similar questions to Paul Downs and Laura Zander. “It's funny, I was listening to that episode,” Laura says, “and Diana said she's a freak about the numbers. I'm like, ‘God, does that make me a superfreak?’” Laura wal...
Dashboard: How Much Can You Fake It Before You Make It? 25.10.2021 18:41
Every Monday, Loren Feldman and Gene Marks discuss what they learned the previous week that can prepare us for the coming week. We’ve all heard the expression “Fake it until you make it.” But how much faking can a business get away with before it makes it? Plus, Gene has common sense suggestions that can help business owners cope with both the supply chain mess and the labor shortage. And we also...
Holy Crap! This Is All My Dreams Come True 19.10.2021 47:46
This week, in episode 81, we have a celebration. As many of you will recall, when we started this podcast, Karen Clark Cole was coming off months of failed negotiations with a potential investor in Blink, the business she co-founded. Those months she spent focused on the investor took a toll on both Blink and on Karen, who subsequently took a mental health sabbatical. But, as Karen tells Jay Goltz...
Dashboard: The Case for Facebook 18.10.2021 17:11
Every Monday, Loren Feldman and Gene Marks discuss issues confronting business owners. This week, Gene makes the case for Facebook being good – at least for small businesses. We also talk about how even now—amidst all of the supply-chain snafus—businesses should be thinking about going global. Plus: is the Great Resignation headed for The Great Boomerang? And is it really time to take TikTok serio...
Should I Open My Books to My Employees? 12.10.2021 1:06:30
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 eme...
Dashboard: Looking for Answers 11.10.2021 21:00
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 m...
“Pardon Me. I’m So Sorry. This Is My First Pandemic” 05.10.2021 50:18
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...
Dashboard: Is the Startup Party Over? 04.10.2021 26:19
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?...
I’m a Freak About the Numbers 28.09.2021 54:11
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...
Dashboard: Forget Your Monthly Newsletter 27.09.2021 18:29
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 pe...
Can an Entrepreneur Raise an Entrepreneur? 21.09.2021 40:44
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...
Dashboard: Stop Complaining! 20.09.2021 19:57
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 busi...
Our Best New Accounts Are Coming Through LinkedIn 14.09.2021 35:16
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. Pl...
Dashboard: How Will the Vaccine Mandate Affect Smaller Businesses? 13.09.2021 23:52
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.
I Don’t Pay for Podcasts. Why Would I Pay for Yours? 31.08.2021 39:59
This week, Karen Clark Cole, Paul Downs, and William Vanderbloemen start with a discussion of how 21 Hats might finally take the plunge into monetization. We also discuss Karen’s decision to forgo less-profitable revenue, William’s grand experiment of unplugging for seven weeks, and Paul’s attempt to balance personal and company responsibilities. Plus, we consider the impact of The Great Resignati...
"Every Day, I Have to Force Myself to Get Out of Bed" 24.08.2021 49:02
Because our core group of business owners has been talking to each other pretty much every week since before the pandemic, we’ve gotten to know each other. We’ve come to trust each other. And as a result, our conversations sometimes take unexpected turns. This week, our conversation takes an unexpectedly dark turn. We start out talking about Laura Zander’s efforts to manage personnel conflicts and...
Get Rid of the Arsonists 17.08.2021 50:04
This week, we have a very special episode. It’s the dog days of August, and the only regular available was Jay Goltz. So we reached out to a bunch of loyal listeners who we happen to know have listened to every episode of this podcast, and we asked them if there was more they wanted to know about Jay—or if they’d heard enough. It turned out, they had some great questions, including: What he though...
It’s a Pile of Money 10.08.2021 41:46
This week, Paul Downs makes two seemingly contradictory points: One is that his business is on track to have its best year ever. The other is that he expects to claim another huge government subsidy, courtesy of the recently enhanced Employee Retention Tax Credit. As Paul says, if you don’t know about the ERTC or if you don’t know that its requirements have been relaxed, you probably should check...
I Had Two Great Candidates. They Both Blew Up. 03.08.2021 47:10
This week, we delve into some specific hiring situations, including Jay Goltz telling Diana Lee and Dana White that he thought he had two terrific candidates to replace his retiring chief financial officer. And then, after conversations with each of them, Jay had no candidates, which led us to some interesting questions: Has there been a more challenging time to hire for cultural fit? How risky is...
Oh, No! They Accepted Our Offer 27.07.2021 40:49
This week, Laura Zander, Diana Lee, and Dana White all share big news. Laura tells us that she and her husband/co-founder Doug put in a bid to buy a building for their business in Reno—and she’s not sure how she feels about the fact that their offer was accepted. Diana explains why she’s decided to pay a fortune to take over space vacated by glitzy magazine company Conde Nast in Manhattan’s Freedo...
“I Didn’t Look Like Them, But I Could Act Like Them” 20.07.2021 48:46
This week, we introduce a new regular on the 21 Hats Podcast team. Her name is Diana Lee, and she’s the founder of a digital marketing agency. In a conversation with Jay Goltz and Stephanie Stuckey, Diana explains how she got her business off the ground by helping car dealers target diverse communities within their markets, how she bootstrapped her business by convincing those car dealers to prepa...
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