21 Hats Podcast
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21 Hats Podcast episodes

  • Dashboard: ChatGPT, Salesforce CRM, and the Employee-Contractor Dilemma
    This week, Gene Marks and Loren Feldman discuss an “inconvenient truth” about Salesforce CRM, which is that it’s probably not right for most non-corporate businesses. Already using it? Gene explains how to assess whether it’s worth making the switch to a more affordable platform. Plus: Gene thinks the Department of Labor’s new worker-classification law will be a disaster but suggests some fixes. Gene also has some thoughts about ChatGPT: real potential, not there yet.
    23 min
  • Bonus Episode: A New Way to Sell Your Business
    This week, in a special bonus episode, Michael Brown, co-founder of an innovative company called Teamshares, explains how he and his co-founders are bringing a fresh approach to a big challenge. Teamshares is buying the businesses of Boomer owners who are ready to retire but, in many cases, struggling to sell. Once the business is bought, Teamshares is turning the employees of those businesses into employee-owners, which is intended to strengthen the businesses while also addressing income inequality. So far, starting in 2020 and flying largely under the radar, Teamshares has already bought more than 60 businesses in more than 40 industries, most ranging between $1 million and $5 million in revenue. Along the way they’re learning some intriguing lessons about what it takes to build a business.
    44 min
  • I’ve Always Been Afraid to Raise Prices
    This week, in episode 139, Jay Goltz, Dana White, and Laura Zander have a wide-ranging conversation that starts with the challenge of pricing. Do you set prices based on what you think the market will bear? Or do you set prices based on your own rising costs and what you need to charge to make a profit? And how much profit should a business expect to make? Along the way, the owners also discuss why Laura wants to keep buying businesses (don’t tell her husband, Doug), what Dana needs to do to get her new salon open at Fort Bragg, and why both Dana and Laura are going all-in on influencer marketing. Jay, on the other hand, isn’t entirely convinced that social media marketing works for his picture-framing business. Plus: Should a business owner know every employee’s name? What if you have 130 employees?
    51 min
  • Dashboard: The State of Small Business, 2023
    John Arensmeyer, founder and CEO of Small Business Majority, an advocacy group for entrepreneurs and businesses, talks to Loren Feldman about how businesses are faring, what issues they are most concerned about, and where his organization is focusing its energy. Among other things, they discuss access to capital, the need for immigration reform, who benefits from non-compete agreements, California’s experiment in fast food regulation, and the Labor Department’s approach to independent contractors.
    26 min
  • How’s Your Compensation Plan Holding Up?
    This week, in episode 138, Shawn Busse, Liz Picarazzi, and William Vanderbloemen discuss what it’s been like trying to make sense of employee compensation in a time of COVID, the Great Resignation, inflation, and a looming recession. Shawn’s business model is evolving, and he’s trying to adjust his mix of employees to fit the new model with as little disruption as possible. Liz is expecting a year of big growth and is assessing how that will affect her staffing needs—especially as she introduces new benefits, including health care. And William is trying to create a more sustainable compensation structure while also breaking his employees’ expectation that they will always get a year-end bonus. Plus a listener asks: What tasks are the owners still doing, even though they know it’s not worthy of their time? (Aside from participating in this podcast, of course.)
    51 min
  • Dashboard: Check Out the New Retirement Rules
    This week, Gene Marks tells Loren Feldman that the politicians behind Secure 2.0 are smarter than you think. The omnibus spending bill that recently became law includes a slew of changes to the rules that govern retirement benefits. The changes are designed to encourage both employees and owners to sock away more money, and they include a $1,000 tax credit per employee for owners who match employee savings. Plus: are non-compete clauses of any value to small businesses? And the IRS blinks on its requirement that third-party payment platforms issue 1099-K forms.
    21 min
  • The Hard-Nosed Business Case for Employee Ownership
    This week, in episode 137, Jay Goltz explains how he got interested in selling a percentage of his business to his employees and why he quickly lost interest once he started reading books, attending seminars, and talking to accountants and lawyers who specialize in employee stock ownership plans. To Jay’s ear, they all made ESOPs sound expensive, complicated, and risky. This was not something he needed to do. So why go to the trouble? Why take the risk? But he kept asking questions, and over time, he sensed that many of the problems he was being warned about didn’t have to be problems. As of now, he’s pretty much concluded that an ESOP could help him secure retirement for his employees while generating more profit for his business. In fact, he says, “I'm confident I can make more owning 70 percent of the company than I am now owning 100 percent.” But he still has a few lingering questions, which is why we invited Corey Rosen to join the conversation. Corey helped draft the legislation that created ESOPs, he's the founder of the National Center for Employee Ownership, and he literally wrote the book on how the plans work. All of which led to an inevitable question for both Jay and Corey: If ESOPs are so great, why are there so few of them?

    Show Notes:
    Here’s Corey Rosen’s most recent book, written with John Case: “Ownership: Reinventing Companies, Capitalism, and Who Owns What.”
    Here’s a previous book Corey wrote with Scott Rodrick: “Understanding ESOPs.”
    And here’s a book written by Jack Stack and Bo Burlingham: “A Stake in the Outcome.”
    57 min
  • Dashboard: Business Regulation Even Business Owners Will Support?
    In our last episode of the year, Gene Marks tells Loren Feldman he actually thinks business owners will like the new law in California that will create councils to regulate the fast food industry. In fact, Gene thinks there’s a chance it will succeed and spread to other regions and other industries. He also explains why he thinks businesses should be on Yelp, why he’s still excited about what Elon Musk is doing with Twitter, and why he thinks interest rates will be the small business story of 2023.
    23 min
  • Jay Goltz’s 12-Step Business Check-Up
    This week, in episode 136, Shawn Busse, Jay Goltz, and Sarah Segal talk about what they hope to accomplish in 2023. Sarah’s moving into new offices, aiming for 20-percent growth, and hoping to land a chocolate company as a client. Shawn’s looking for new space, too, and attempting to reposition his business to shake the corrosive effects of the pandemic. And Jay’s employing a methodical 12-step process to assess how his business is performing: Hiring? Check. Pricing? Needs work. Inventory levels? Way out of line. Office technology? Major problems. And then there are his ongoing efforts to mentor his two sons in the business and prepare for the inevitable. These days, Jay tells us, he’s especially careful when getting in front of buses. If you’ve been listening to this podcast, you know our business owners discuss their journeys with unusual candor. But in some episodes we go especially deep. This is one of those episodes.
    48 min
  • Dashboard: The Problem with Charging by the Hour
    This week, Gene Marks and Loren Feldman talk about how charging by the hour actually punishes you for being good at your job—but there’s a good reason Gene does it anyway. Plus: Gene also discusses his one concern about hiring ex-offenders and issues a warning to business owners about their remote employees. Gene thinks they’re probably stealing from you.
    21 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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