Ep47: It's More Uncool Not to Try: Tom Siletto on Letting Go of Fear and Chasing Big Dreams episode artwork

EPISODE · Jul 7, 2026 · 41 MIN

Ep47: It's More Uncool Not to Try: Tom Siletto on Letting Go of Fear and Chasing Big Dreams

from I Choose Happy With Marilyn · host The Comfy

What if the biggest thing standing between you and your dream... is the fear of what other people might think?In this episode of I Choose Happy, Marilyn sits down with singer-songwriter Tom Siletto, whose journey from a music-loving kid in Carmel, California, to signing with legendary Arista Records is anything but an overnight success.Tom opens up about the song that changed his life, the years of self-doubt that almost held him back, and why he believes it's "more uncool not to try than to try." Together, he and Marilyn explore the power of perseverance, overcoming embarrassment, navigating comparison, and finding the courage to keep chasing your purpose—even when the outcome is uncertain.Whether you're an artist, entrepreneur, student, or simply standing at the edge of a dream, this conversation is a reminder that the life you want often begins the moment you stop letting fear make your decisions.Sometimes the bravest thing you can do... is simply try.Want to hear more from Tom?Follow Tom Siletto on Instagram at @tomsiletto, on TikTok at @tomsilettomusic, and stream his debut EP, Counting Horses, wherever you listen to music, including Spotify under Tom Siletto. __________Connect with Marilyn and be a part of the conversation in the I Choose Happy private Facebook group. This is your safe space to share and be inspired — join today by clicking here.__________Find out more about Marilyn at marilyngetasbyrne.com__________I Choose Happy is made possible by The Comfy, a Shark Tank sensation whose wearable blankets make life happier. Find out for yourself with 20% off your first order using the code ICHOOSEHAPPY at TheComfy.com

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Ep47: It's More Uncool Not to Try: Tom Siletto on Letting Go of Fear and Chasing Big Dreams

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