Your Attachment to Being Right Is Holding You Back with Trey Roth

The Ambitious Generation with Jack Wagoner Episode 160 with Trey Roth, founder of Yaystack Most people treat optimism like a personality trait you either got or you didn't. Trey Roth treats it like a decision with a cost attached. He's the founder and CEO of Yaystack, a platinum-selling songwriter and music producer, and a father of four who spent a decade being told his company was a failure before anyone called it anything else. In this conversation he does something almost nobody does: he admits that pessimists are right more often, and then explains exactly why he refuses to be one. We go deep on the line he's used for years to catch his own blessings before they pass, why he gets visibly excited when something goes wrong, the identity sentence a 15-year-old handed him at lunch that he couldn't stop repeating, and the difference between faith and fear that comes down to one word: action. If you've ever been right about something going badly and realized that being right didn't help you at all, this one's for you. Timestamps: 00:00 The question that started it 00:26 "Dad, this is one of those moments" 01:26 The line he uses to catch his own blessings 03:17 The thing on the side of your head 04:12 A bench on the Cape and my mom's hand 05:37 What a 15-year-old said after her first time on stage 07:10 "You get so much wrong on the way to getting it all right" 10:36 Why he gets excited when something goes wrong 12:38 You can be a pessimist and be right more often Connect with Trey Roth:Instagram: https://www.instagram.com/treyroth/LinkedIn: https://www.linkedin.com/in/treyroth/Yaystack: https://www.yaystack.co/📺 Listen on your favorite platform:Apple Podcasts: https://podcasts.apple.com/us/podcast/the-grateful-podcast-with-jack-wagoner/id1725776061Spotify: https://open.spotify.com/show/5EsTEpQAjU4BxUrDoFyZ6b🧠 InnerVue — a complete self-awareness tool:→ https://yourinnervue.comUse code GRATEFUL20 for 20% off a Tier 1 InnerVue, plus a complimentary coach-led debrief of your report.🧠 More from Jack:► Website: https://jackwagoner.co► Instagram: https://www.instagram.com/jack_wagoner_/► 1:1 Coaching: [email protected]📺 Watch on YouTube: https://www.youtube.com/@Jack_Wagoner⸻🎙️ About Jack:I moved to France alone at 16, started my first business at 17, and launched this podcast because I kept meeting people who had the answers to questions I didn't even know I was asking. My philosophy: you can set massive goals while being deeply fulfilled right now. That's the duality of gratitude and ambition.Subscribe and turn on notifications so you never miss an episode.Stay grateful, stay hungry.