In this Happiness by Habit episode, Silvana Pimentel dives deep with sales legend Kevin Gaither—a startup OG with 25+ years in the game, eight startups, and three successful exits.
But this isn’t your average “sales tips” convo. Kevin pulls back the curtain on what actually works when building and scaling sales teams—and the mistakes that almost cost him everything. From trying to be friends with employees to why most founders fail at hiring salespeople (and how to avoid it), this episode is loaded with straight-talk, strategy, and surprising truths.
We talk:
The ONE mistake that nearly sank Kevin’s early leadership
Why “urgency, respect, and transparency” scale better than KPIs
How to use AI in sales without sounding like a bot
The sales advice every technical founder needs to hear (ASAP)
The books that rewired Kevin’s mindset for growth
🎧 Whether you're a founder, a sales lead, or just obsessed with personal growth—this one's for you.
📘 Free Sales Leadership Guides by Kevin Gaither:
👉 Download Now
🔗 Kevin on LinkedIn:
👉 https://www.linkedin.com/in/kevingaither
💼 Connect with Host Silvana Pimentel:
👉 www.linkedin.com/in/silvana-pimentel1
🔗 Connect with Kevin & Silvana
