Bet On Yourself

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.

  1. Aug 18

    ZERO EVIDENCE: UFC Fighter Serhiy Sidey on Believing Before You Have Proof | Bet On Yourself S3:E1

    What if you just knew you were going to make it, even when you had ZERO EVIDENCE to prove it?Season 3 of Bet On Yourself begins with UFC bantamweight Serhiy Sidey.Serhiy sits down with Angelo “Gege” Pitirri for a deeply personal conversation about belief, adversity, loss, fear and what it actually takes to bet on yourself when life doesn't go according to plan.But one of the most powerful parts of this conversation wasn't planned at all.Serhiy opens up about being bullied as a kid and being genuinely afraid of confrontation. That fear helped lead him to a martial arts gym and ultimately down a path that would take him all the way to the UFC.Years later, Serhiy has worked with kids who walked into martial arts gyms for the exact same reason he did: they were being bullied. He talks about what those kids are really looking for, how martial arts can build confidence without creating aggression, what parents can do to help, and why some of the toughest people he's met are also the kindest.The conversation also takes us inside Serhiy's fighting career from Dana White's Contender Series and his arrival in the UFC to the devastating injury that cost him the opportunity to fight at Madison Square Garden.He opens up about losing his father, the importance of his fiancée Sarah, turning losses into growth, fighting through self-doubt and imposter syndrome, and the mentality he uses when the cage door closes.And then comes the moment that gave this episode its name.Serhiy explains that even at 16 years old, he had this strange voice in his head telling him he was going to make it.He had zero evidence to support it.He just knew.That's Bet On Yourself.Season 3 • Episode 1ZERO EVIDENCESubscribe for new episodes of the Bet On Yourself Podcast.CONNECT WITH ANGELO “GEGE” PITIRRI🌐 Website: https://angelopitirri.com📸 Instagram: @angelopitirriBET ON YOURSELF PODCAST📸 Instagram: @thebetonyourselfpodcast▶️ YouTube: @BetOnYourselfPodcast 👕 Bet On Yourself Merch: https://betonyourselfstore.com0:00 Zero Evidence0:41 Season 3 Begins1:21 The Injury & Road Back to the UFC4:11 Dana White’s Contender Series5:35 The Controversial UFC Loss8:01 Proving He Belongs in the UFC11:42 Coming to Canada From Ukraine15:19 The Madison Square Garden Dream Ends19:07 His Father’s Final Words29:26 Turning Loss Into Growth32:38 ZERO EVIDENCE: Betting on Yourself45:42 From Being Bullied to Becoming a UFC Fighter49:28 What Serhiy Would Tell a Bullied Kid55:08 Who Does Serhiy Want Next?

  2. Feb 23

    Bob May: Accepting the Results, Betting On Yourself (Season 2 Episode 3)

    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 Championship…This conversation goes far deeper than golf.It’s about identity.It’s about pressure.It’s about regret.It’s about learning to accept the result even when it doesn’t match the dream.Bob reflects on:• Growing up outside the traditional golf pipeline• Being coached with negative reinforcement• Losing confidence in college & dealing with Dyslexia• The mental battle of competing at the highest level• The emotional aftermath of taking Tiger Woods to a playoff at Valhalla• Living with unmet expectations• Redefining success beyond trophiesThis isn’t a highlight reel interview.It’s a raw conversation about what it really means to bet on yourself — and what happens when the outcome doesn’t look the way you imagined.If you’ve ever worked your entire life toward something and still felt like it wasn’t enough… this one will hit home.0:00 – “I Worked So Hard… And Never Did”1:05 – The #1 Junior Golfer in California4:40 – Beating His Coach 150 Times6:30 – Playing Arnold Palmer as a Young Pro9:00 – Respect vs Arrogance on Tour12:00 – Negative Coaching & Lost Confidence17:00 – Elite Ball Striking Philosophy29:00 – Did I Live Up to My Own Expectations?30:55 – Winning on the European Tour33:00 – Competing at the Highest Level38:40 – The Playoff at Valhalla41:00 – Regret, Identity & Acceptance48:30 – Success Beyond Trophies55:40 – Advice for the Next Generation#BetOnYourself#BobMay#TigerWoods#pgachampionship #mindsetshift #Valhalla#GolfPodcast#Mindset#Resilience#PersonalGrowth#HighPerformance

  3. Feb 16

    Jasmine Jasudavicius on Sacrifice, Loss, and What It Really Takes to Fight in the UFC. Season 2 EP2

    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 natural and honest the conversation is especially considering Jasmine and Angelo had just met before sitting down.This isn’t a hype interview.It’s a real conversation about discipline, loss, and choosing to keep going.🎙 Season 2, Episode 2Watch & Subscribe:    / @betonyourselfpodcast  Shop the collection: www.betonyourselfstore.comOfficial site: www.angelopitirri.comCoaching: www.betonyourselfcoaching.comProdigy Personnel: www.prodigypersonnel.com0:00 – It’s time0:36 – Giving up tickets & why the moment mattered1:23 – How the podcast started from loss2:48 – Bankruptcy, poker, and betting on yourself4:59 – Business vs fighting: control & competition6:40 – How Jasmine found MMA at 268:50 – First sparring, first fights, falling in love with it10:45 – Turning pro & early nerves12:20 – Fear before walking out13:50 – Being smaller, proving yourself15:26 – Tunnel vision, losses, and learning the hard way16:22 – Carrying the weight of Canada18:25 – Neutral thinking, grief, and loss20:08 – Family after a loss22:19 – Life after fighting23:37 – Growth of women in MMA25:46 – Training vs the fight27:49 – Hardest skills to learn28:47 – Advice to young athletes31:48 – Who shaped Jasmine’s mindset33:44 – Cardio, emotion, and fatigue36:13 – Respect after the fight37:06 – A full training camp breakdown39:44 – Living in pain as a fighter40:14 – Being a woman in the sport41:04 – Fighting with a broken orbital44:28 – Championship goals46:14 – Life as a contender47:34 – What betting on yourself really meansCredits:Produced & Edited by Noah Bollert (@noahbollert)Sound & Set by Noah Bollert (@noahbollert)Behind the Scenes by Mario McLennon (@mclennon_22)

  4. 11/06/2025

    Jack Lenz (PART A)

    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 through service.Turning anxiety into purpose and art into legacy.Part A The Heart focuses on emotion, courage, and creativity.Part B The Legacy will explore Jack’s faith, equality work, and fight against human trafficking.Watch & Subscribe: youtube.com/@BetOnYourselfPodcastShop the collection: www.betonyourselfstore.comOfficial site: www.angelopitirri.comCoaching: www.betonyourselfcoaching.comProdigy Personnel: www.prodigypersonnel.comCredits:Produced & Edited by Noah Bollert (@noahbollert)Sound & Set by Nick Pitirri (@buttonboards)Dedicated to the one's that round me enough to be able to sit at a table with JackBig thank-you to Jeffreyt Welsh, The Cooperators, for supporting Season 2 episode 1 of Bet On Yourself.Your partnership helps bring stories like Jack Lenz’s to life. 💛♠️#BetOnYourselfPodcast #JackLenz #BlueJays #OKBlueJays #FaithInAction #EntrepreneurMindset #CourageToStart #Goosebumps #CanadianMusic #Mentorship #GriefAndGratitude #PodcastCanada #BetMade #BetOnYourselfStore #AngeloPitirri #BetOnYourselfCoaching #nanalan #goosebumps #Olympics1996 #motivation #faith #god #baseball #coaching #mindset #youtube #creators #mindsetshift #youtubevideo #spotifypodcasts #applepodcasts

    Jack Lenz (PART A)
  5. 07/18/2025

    Winning Friendships, Real Bets & The Power of Showing Up | Bet On Yourself Podcast

    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 your team: “Team Girls” or “Team Guys”)✅ 10 Points – Make a purchase from our official merch store: https://betonyourself.shop🛍️ Use these discount codes at checkout:🎀 GIRLS25 – for Team Girls merch🧢 BOYS25 – for Team Guys merch📊 We’ll track the results and post updates on Instagram @angelopitirri — every view, like, comment, and purchase counts!Let the battle begin. 🏆#TeamGirls vs #TeamGuys — who you got?What’s Inside This Episode🏆 High-stakes competition and friendly rivalry: From the golf course to the locker room and beyond, discover how declaring your goals and facing challenges head-on builds confidence—and why real victories demand you show up.🤝 Friendship, follow-through, and accountability: Hear the group’s honest takes on paying your bets, keeping your word, and why real relationships are grounded in trust and transparency.💡 Life advice for all ages: Get unfiltered advice about moving on, growing up, and finding personal balance—from surviving heartbreak and academic hurdles to owning your actions and planning your next move.🤗 Team chemistry over talent: Find out how genuine relationships turned a hockey team into champions, and what it teaches us about winning together in business and life.🧠 Mentorship, mindset, and next-gen tools: Learn about the impact of wise mentors, the importance of setting goals, and how embracing tools like ChatGPT gives you an edge.😂 A few laughs, a few confessions, and a lot of real talk: Enjoy the humour, humility, and honesty that make every Bet On Yourself roundtable a can’t-miss.If you love shows about confidence, business & investing, learning from failure, or real talk on friendship and growth—this is your home.Subscribe, drop questions in the comments, and join us as we bet on ourselves—and help you do the same.00:00 Intro & Setting the Table00:24 Bet On Yourself—What It Means00:36 Golf Games, Losing Bets & Friendly Rivalries01:14 The Jessica Challenge & Summer Competition01:31 Declaring Matches—Lessons on Confidence02:13 Competing for Real: Match Play vs Scoring03:35 Healthy Competition & Friendships04:12 Shell Games & College Stories05:13 Owing Money & Accountability06:39 Who Do You Trust Under Pressure?07:14 Breakups, Loneliness & Finding Yourself08:05 Supporting Each Other & Staying Connected08:41 Dating, Reputations & Silent Moves09:25 Relationships & What Comes Next09:48 Planned Breakups & Big Life Changes10:17 Dealing with Moving Away, Homesickness & Defeat10:37 The Power of Talking & Making a Plan11:14 Academic Struggles, Tutors & Mirrors12:12 Advice for Going Away to School12:30 Finding Balance in University Life13:43 Partying, Peer Pressure & Setting Boundaries14:03 Drugs, Fentanyl & Staying Safe15:17 Lessons on Friendship & Potential15:33 Hockey, Drafts & Feeling Left Behind16:27 Hard Truths About Talent & Opportunity17:38 Offensive Zone Penalties & Team Dynamics18:37 Coaches, Championships & Winning Chemistry20:22 Firehouse Challenge & Team Bonding20:40 Celebrating Wins: Chemistry Makes Champions21:41 Trophy Stories & Legendary High School Parties23:33 Finding the Missing Trophy24:42 Favorite Moments & High School Memories25:13 Near Misses & Championship Reflections26:30 Athletic Ability—Who’s Got What?27:05 Deserted Island Choices—Survival & Teamwork28:24 School Recommendations & Academic Grit29:01 Friendship Boundaries & Dating Lines29:22 ChatGPT, Mindset & Business Tools29:46 Rock-Paper-Scissors Showdown30:43 Champion’s Mindset & Trickery31:00 Outro & Final Laughs

  6. 07/10/2025

    The Grad-Girls vs Boys Part A “The Broads” 6 Teen Girls on Identity, Sports, Loss, Life & Religion

    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 my own daughter Jessica, join me for one of the deepest and most honest conversations we’ve had on the Bet On Yourself podcast.We talk about everything:Identity beyond sportsMental health and therapyFirst heartbreaksNavigating confidence and popularityReligion, grief, and losing my sisterACL Injuries, Sports Scholarships, Self Confidence, Self Help, Stay away from drugs, Mental health advice.This isn’t just a conversation about high school — it’s a reflection on who we are becoming, and how to stay grounded when the world keeps moving fast.Watch until the end. There are tears, wisdom, and a message every parent, coach, and young woman needs to hear.👉 Subscribe for more episodes and behind-the-scenes content🎧 Also available on Spotify, Apple, and all major platforms👕 Merch: https://angelopitirri.com then clich Merch 📲 Follow on IG: @betonyourself.pod#BetOnYourself #BetOnIt #BetMade #BOYpodcast #NeutralThinking #LiveInTheMoment #MindsetMatters #PresentNotPerfect #GrowthMindset #TeenVoices #GradGirls #GradBoys #HighSchoolLife #SeniorYear #MentalHealthAwareness #YouAreMoreThanYourSport #GriefAndHealing #FaithStruggles #GodAndIArentOkay #GirlsSupportingGirls #RealConversations #GirlDad #PodcastClip #PodcastHighlight #PowerfulWomen #ComingOfAge #LifeAfterSports #StudentAthlete #TeenConfidence #ACLRecovery #JordanaWisdom

About

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.