Episode #23: Jason Sullivan, Shade Chaser

When technology makes it easier than ever to hide behind a screen, what does it really take to stand out, build trust, and win business? In this episode of Behind the Brand, Adam and Bob sit down with Jason Sullivan, founder of Shade Chaser, to explore why soft skills and genuine human connection might be the most valuable "hard" advantage in today's marketplace.​ Jason shares the deeply personal story behind the Shade Chaser name, inspired by his late father's sailboat and a promise to build something meaningful that honors his legacy. He walks us through his journey from law enforcement to a 22–year career in sales, getting laid off in his early 50s, and the moment he decided to bet on himself by launching Shade Chaser and writing his book, "Feather Sharpens Iron."​ Together, we dig into why interpersonal skills are eroding, how that's showing up in customer service, leadership, and family life, and what business owners can practically do about it, from role-play, driven training to simple habits like eye contact, a firm handshake, and authentic vulnerability. Jason also explains why Gen Z and younger Millennials are both at risk and full of potential, and how leaders can bridge the generational gap in the workplace.​ If you're a business owner, sales leader, or parent who worries we're losing the art of conversation, this conversation will challenge you, encourage you, and equip you with real-world ideas to start sharpening the "soft" skills that truly move the needle.