Sales Longevity: How to Stay Hungry, Keep Prospecting, and Love What You Do
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Most people don’t fail in insurance because they’re not capable. They fail because they underestimate how much discipline, and tenacity this business requires.
In this episode, I’m joined by someone near and dear to my heart. Jennifer Borislow, Founder + CEO of Borislow Insurance. Jen started in sales over 40 years ago “dialing for dollars” out of the yellow pages…(do you even know what those are??) and built a successful business with nearly 80 employees. But what impresses me most isn’t her résumé—it’s how she leads: with generosity, grit, and an unwavering commitment to doing right by people.
We talk about:
- What it really looked like to start from scratch (including the misdial that landed her first group case)
- Why most people quit within the first three years—and what separates the ones who stay
- The mindset it takes to handle rejection, long sales cycles, and “ghosting” without spiraling
- Why Jen still prospects today—and how she thinks about follow-up without being pushy
- The secret sauce that never goes out of style: trust, relationships, and delivering more value than promised
- Why “work-life balance” isn’t real in sales—and what work-life integration actually looks like
If you’re a producer or leader in the insurance industry who wants to build something meaningful, and sustain high performance without burning yourself out, this conversation will hit home.
Reach out to Jen on LinkedIn
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