Latest podcast episodes
Episode 67: Why Did Your Business Succeed?
Why Did Your Business Succeed?
TIME TO LISTEN: 43:04

This week, in episode 67, we talk about how much of success is making the right decisions. How much is being in the right place at the right time? And how much is just luck? “I think that's the thing nobody wants to talk about,” Paul Downs tells us, “because it implies that there's a lot to success that is out of the control of the entrepreneur, and we're much more attracted as human beings to stories of people who have agency and are like, ‘Oh, there's a problem. I did this, and I won.’ That's what we like to hear.” So yeah, there’s always luck involved. But there are always forks in the road, and someone has to decide which way to go. This week we hear how a few of those key decisions played out.

The Constant Struggle of Digital Marketing
TIME TO LISTEN: 42:55

This week, in episode 66, we take another crack at some questions that don’t have definitive answers: Should business owners outsource their marketing or bring it in house? Either way, how do you know you’re picking the right agency or the right person? Is it possible to get someone great for what smaller businesses can afford to pay? Paul Downs tells us what happened when he hired a firm to audit his website. Dana White tells us why she dumped the agency she’d retained for $50,000. And Jay Goltz sums it up: When it comes to the mechanics of marketing, he says, “We’re all in the dark.” Plus: Dana gives a franchising update and Jay starts his own business group.

This Is Where We Get Into Therapy
TIME TO LISTEN: 52:50

Once again this week, in episode 65, our business owners discuss things business owners don’t often talk about in public. Laura Zander says she feels guilty about taking vacations, about making more money than her employees, and about knowing that her husband is closer to their son than she is. Paul Downs says he recently reviewed 29 years of P&Ls and was reminded that he lost money in 18 of those years. He also explains why he routinely tells his employees (and us) precisely how much money he takes out of his business. Jay Goltz, meanwhile, says he’s now embarrassed to be called a CEO and acknowledges that he’s thought maybe he should have worked 20 percent less while building his business, but isn’t sure if that would have resulted in 20 percent less revenue or perhaps 100 percent less revenue.

Adventures in Candyland
TIME TO LISTEN: 42:48

This week, in episode 64, Stephanie Stuckey tells Jay Goltz and Dana White about moving closer to the candy factory she recently bought to get a better feel for the people, the operation, and the challenges. Right now, those challenges include recruiting enough employees, absorbing increased supplier prices, and figuring out how much she should raise her own prices: “We can only give up so much of our margin, right?” she tells us. To which Jay responds, “Why give up any?” Plus: we talk about competing for labor with Amazon, whether to require employees to get vaccinated, how to manage legal fees, and whether Dana’s feelings of FUD have eased.

Feeling the FUD: Dana White Fears She Isn’t Ready to Franchise
TIME TO LISTEN: 41:57

This week, in episode 63, Paul Downs, Jay Goltz, and Dana White talk about confronting inflation, raising their prices, what businesses owe their employees, and the venture-backed competitor who’s opening a store in Jay’s backyard. Among the questions we discuss are: Would you take back a rebound employee? Are unemployment payments the main reason owners are struggling to fill jobs? Is there anything wrong with taking business from another business? How many companies are truly disruptive? And do owners take all of the risk? Or are there risks for employees, too?

Never miss a 21 Hats Podcast episode
We’re Raising Wages for Everybody
TIME TO LISTEN: 47:38

This week, in episode 62, Paul Downs, Jay Goltz, and Dana White talk about confronting inflation, raising their prices, what businesses owe their employees, and the venture-backed competitor who’s opening a store in Jay’s backyard. Among the questions we discuss are: Would you take back a rebound employee? Are unemployment payments the main reason owners are struggling to fill jobs? Is there anything wrong with taking business from another business? How many companies are truly disruptive? And do owners take all of the risk? Or are there risks for employees, too?

I Think People Are Ready to Get Back to Work
TIME TO LISTEN: 40:50

Is your office open? Is everyone coming back? Or are you going hybrid? Is everyone getting vaccinated? Are you offering them incentives to get vaccinated? When do the masks come off? Are you having a problem filling jobs? Have you had to increase what you pay? Paul Downs tells us, “The people who really seem to want the job and are enthusiastic about it don't have the skill-set. And the people with the skill-set don't seem to actually care about completing the process. So we did hire one guy who started a week ago Monday, and he quit three hours later.” This week, in episode 61, Paul, Stephanie Stuckey, and William Vanderbloemen compare notes on what they’re experiencing as we all search for that new normal.

Did It Have to Get Crazy at Basecamp?
TIME TO LISTEN: 44:47

This week, in episode 60, Jay Goltz, William Vanderbloemen, and Dana White discuss whether Jason Fried, the embattled co-founder and CEO of Basecamp, has displayed courageous leadership or lost his you-know-what. Widely admired for building a tech company that didn’t take venture capital and didn’t pursue growth for growth’s sake, Fried is co-author of a book called It Doesn’t Have to Be Crazy at Work. All of which made it somewhat disorienting last week when things did indeed get crazy at Basecamp. It started when Fried published a blog post decreeing there would be no further discussion of political issues at the company, but it soon became clear that this was not just about coworkers arguing Trump vs. Biden. And by Friday, at least a third of the company’s 57 employees had resigned. In this episode, we go searching for lessons.

I’ve Had a Love-Hate Relationship With PR
TIME TO LISTEN: 44:31

This week, episode 59, with Paul Downs, Jay Goltz, and William Vanderbloemen was supposed to be about how the pandemic has affected sales strategies—and for a while it was. But it seemed Paul, Jay, and William really wanted to discuss public relations. They talked about how to get PR and how to assess the results. They compared the merits of public relations to those of advertising. And they discussed whether you need to hire a firm or whether you can do it yourself. One concern all three shared is the cost of hiring a public relations person. As Jay pointed out, “You hire an accountant, you're going to get some accounting. You hire a lawyer, they’ll do some legal work. PR's one of the few things you can pay money for and get absolutely nothing.”

How the Sausage Is Made
TIME TO LISTEN: 40:57

In this week’s conversation, episode 58, with Karen Clark Cole, Jay Goltz, and Stephanie Stuckey, we once again unearth more questions than answers—mostly because there are rarely one-size-fits-all answers to the questions we discuss. This week, those questions include: Can you be friends with your employees? Can you work with your family? How are you coping with price increases in your supply chain? How do you handle shipping—especially given the example set by Amazon? Are refrigerated trucks really called “reefer” trucks? And what happens when employees question whether you should be doing business with a particular person or company? Plus: Jay turns 65 without a succession plan.

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