Bet On Yourself with Angelo Pitirri
This is the show for the ones who go all in. Hosted by entrepreneur Angelo Pitirri, Bet On Yourself is a real-world guide to building a business, overcoming obstacles, and turning belief into bold action. Drawing on his journey from small-town underdog to leading a $50M staffing company, Angelo shares hard-won lessons on risk, resilience, leadership, sales, and building impact that lasts. Whether you're launching, scaling, or rebuilding, this show will give you the mindset and momentum to take the next step. New episodes coming soon — subscribe and learn to bet on yourself.
Episodes
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...
🎙️ 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...
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 ...
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...
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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