Bet On Yourself with Angelo Pitirri

Bet On Yourself with Angelo Pitirri

Bet On Yourself isn’t for the ones who already made it, it’s for the ones who feel hesitant to start. Hosted by entrepreneur and author Angelo “Gege” Pitirri, this show dives into real stories of risk, resilience, loss and rebuilding. From failure to success, Angelo shares honest lessons on turning hesitation into belief and doubt into drive, inspiring you to finally make your own bet on yourself.

Episodes

February 23, 2026 66 mins

What happens when you bet on yourself…work harder than anyone else…and still feel like you didn’t reach your own expectations?In this episode of Bet On Yourself, former PGA Tour professional Bob May opens up in one of the most honest conversations of his career.From being the #1 junior golfer in California…to winning internationally…to competing in the final group at a major championship against Tiger Woods at the 2000 PGA Champion...

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In this conversation, Jasmine Jasudavicius opens up about the real cost of chasing greatness physically, mentally, and emotionally.We talk about:Starting MMA later than mostFear and nerves before walking outFighting through pain and injuryLosing in front of your countryThe pressure of being a woman in a brutal sportSacrifice, humility, and resilienceand what it truly means to Bet On YourselfWhat makes this episode special is how na...

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February 15, 2026 48 mins

We talk about:Starting MMA later than mostFear and nerves before walking outFighting through pain and injuryLosing in front of your countryThe pressure of being a woman in a brutal sportSacrifice, humility, and resilienceand what it truly means to Bet On Yourself

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November 7, 2025 41 mins

In Part B of our two-part conversation, Canadian icon Jack Lenz opens up about faith, purpose and legacy.From composing OK Blue Jays, Goosebumps and Nanalan to writing music inspired by his Bahá’í faith, Jack shares how his spiritual convictions have guided a lifetime of art.We dive into his work supporting human rights, women’s equality and unity across cultures and how music can be a force for healing and change.This episode is a...

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November 6, 2025 60 mins

In this powerful first episode of Season 2, Bet On Yourself, host Angelo Pitirri sits down with legendary Canadian composer Jack Lenz, the creative force behind OK Blue Jays, Goosebumps, Nanalan, Due South and countless iconic works.Together they open up about:The grief of losing family and how gratitude helps us heal.The story behind OK Blue Jays, Canada’s most loved ballpark anthem.Mentorship, faith, and finding your calling thro...

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Welcome back to Bet On Yourself, where today’s roundtable takes you inside the real life of competition, camaraderie, and the honest (sometimes hilarious) moments that define high performers.💥 BOYS vs GIRLS CONTEST — WATCH & WIN! 💥Support your favorite squad and help them win bragging rights (and prizes 👀) by doing the following:✅ 1 Point – Watch the episode✅ 3 Points – Like the video✅ 5 Points – Leave a comment (mention you...

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This is the episode we’ve been waiting for. Part 1 of a two part episode, The Boys will be next. We will be counting Views, Comments, Likes & Merch Purchases for the Girls & Boys to establish a winner of the Episode. For Merch purchases simply go to our store and use your winning vote code of GIRLS25 or BOYS25 to get 25% off compliments of the winning team you select.Six smart, strong, and emotionally aware teenage girls, including...

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What happens when someone holds the mirror up and you don’t look away?In Episode 4 of Bet On Yourself, Angelo Pitirri and Nurse Rebecca get into what it takes to truly change:Accepting the truthFacing the truthRebranding your identity personally and professionallyRemoving people who wronged you without losing your empathyShowing up with confidence when the world underestimates youThis episode dives deep into mindset shifts, the bus...

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🎙️ Episode 3 of Bet On Yourself with Angelo PitirriWhat happens when you finally chase your dream — and the world shuts down two weeks later?In this raw and emotional episode, Coach Chelsea Spencer joins host Angelo Pitirri to talk about risking everything to build a business… only to have COVID hit weeks later. Over $300,000 invested. No support. And the banks at her throat.But this isn’t just about entrepreneurship.It’s about id...

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Christina Carr, founder of CC Interiors, who shares what it’s really like to build a bold creative business in Muskoka.From walking away from a secure job at 24 to shaping luxury spaces across Ontario’s cottage country, Christina’s journey is a masterclass in betting on yourself, especially when the stakes feel personal.🎯 This episode is about:Making brave choices in beautiful placesRedefining success as a woman in designTrusting ...

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May 15, 2025 37 mins

From pro poker to Prodigy Personnel. From bottomed out to building a $50M firm. In this premiere episode, Angelo Pitirri opens up like never before. You’ll hear the real, gritty version of his journey: the wins, the walls, and the wake-up calls that forced him to level up—personally and professionally. From managing CRA audits and back-end chaos to honouring his sister’s legacy with a life insurance payout no one saw coming, this e...

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April 18, 2025 11 mins

In this launch episode, host Angelo Pitirri shares the raw, inspiring story behind the Bet On Yourself podcast. From an unexpected childhood uprooted by divorce to overcoming personal bankruptcy, and ultimately building a $50 million staffing firm, Angelo opens up about the defining moments that shaped his journey.


This episode sets the tone for what's to come: real conversations about entrepreneurship, resilience, relations...

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