What Employee Benefits Actually Work for Startups Under 50 People?

Hiring is hard, but keeping great people? That’s harder—and more expensive when you lose them. As a founder, it’s easy to focus on funding, product, and growth... but what about your team?

In this episode, I sat down with Anthony Markey, an independent insurance broker who’s worked with countless early-stage companies to design benefits that actually retain talent—even when budgets are tight.
We went beyond basic health coverage.

From understanding multigenerational expectations to implementing creative, budget-conscious perks like flexible PTO or caregiver support—this is about building a workplace people want to stay in.

Here’s what you’ll walk away with:

♦️When to start offering benefits (hint: before you're forced to)

♦️What employees really want across generations

♦️How to budget for retention without sacrificing runway

♦️How regulations shift at the 50- and 100-employee marks

♦️Why avoiding an awkward conversation with your broker might be costing you

✅ Want to Keep Growing Without Losing Clients?

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🚀 Get in Front of Investors Who Already Want What You’ve Built
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