Capers Easterby has spent his career building teams, businesses, and relationships that actually last — the kind that aren’t driven by hype, but by doing the right things the right way, over time. He’s one of those people who naturally blends sales sense with leadership instincts, and that combination has made him successful across every chapter of his career. More than that, he’s a longtime friend who understands what Noob School is all about — learning the business of sales from people who’ve lived it. This episode is packed with perspective from someone who’s seen both sides of growth: winning new business and leading it once it scales. If you’re serious about building a career or company that lasts, you’ll want to hear this one. Get your sales in rhythm with The Sterling Method: https://SterlingSales.co I'm going to be sharing my secrets on all my social channels, but if you want them all at your fingertips, start with my book, Sales for Noobs: https://amzn.to/3tiaxsL Subscribe to our newsletter today: https://bit.ly/3Ned5kL #SalesTraining #B2BSales #SalesExcellence #SalesStrategy #BusinessGrowth #SalesLeadership #SalesSuccess #SalesCoaching #SalesSkills #SalesInnovation #SalesTips #SalesPerformance #SalesTransformation #SalesTeamDevelopment #SalesMotivation #SalesEnablement #SalesGoals #SalesExpertise #SalesInsights #SalesTrends#salestrends

My son Jack Sterling returns to Noob School for his fourth appearance — officially becoming the most frequent guest on the show. This one dives deep into what Jack’s been up to lately — from his growing business, Cloud Hound, to his work with Upstate Warrior Solution helping veterans transition into entrepreneurship. We start off trading thoughts on our favorite podcasts and how shows like Lions Led by Donkeys and My First Million have influenced the way Jack thinks about leadership, learning, and risk-taking. Jack shares how fantasy football and analytics sparked his fascination with data — eventually leading him to pursue a master’s degree in data analytics at Clemson. But the heart of the episode is about purpose — how veterans can rediscover team, mission, and structure through entrepreneurship. Jack breaks down how his program at the Rupert Hughes Veteran Center supports veterans, first responders, and their families across the Upstate by helping them navigate healthcare, education, and business ownership. He shares inspiring success stories from entrepreneurs who’ve come through the program — from a veteran-run medical training company using human remains for realistic field instruction, to another launching Upstate South Carolina’s first paddle tennis facility. We also dig into the lessons he’s learned running Cloud Hound — from ditching international business to focusing on “cyber and fiber” solutions for local clients, and why most security breaches start with people, not technology. Jack explains his live training on social engineering, phishing, and why emotional manipulation is hackers’ easiest path in. To wrap it up, he shares the book that’s had the biggest impact on him — “Tribe” by Sebastian Junger — and why it reframed his entire view of community, fulfillment, and the difference between the military and civilian worlds. If you’ve ever wondered how to find purpose after leaving a structured environment, or how to turn your skills into impact, this one’s for you. Get your sales in rhythm with The Sterling Method: https://SterlingSales.co I'm going to be sharing my secrets on all my social channels, but if you want them all at your fingertips, start with my book, Sales for Noobs: https://amzn.to/3tiaxsL Subscribe to our newsletter today: https://bit.ly/3Ned5kL #SalesTraining #B2BSales #SalesExcellence #SalesStrategy #BusinessGrowth #SalesLeadership #SalesSuccess #SalesCoaching #SalesSkills #SalesInnovation #SalesTips #SalesPerformance #SalesTransformation #SalesTeamDevelopment #SalesMotivation #SalesEnablement #SalesGoals #SalesExpertise #SalesInsights #SalesTrends#salestrends