Episodes

  • Ep 34: Think Bigger: Part II With Connor Hassoun
    Sep 20 2026

    Craig is back with Connor Hassoun for round two of the Think Bigger series. They start with the story of Roger Bannister breaking the four-minute mile in 1954 and how runners who trained with him started breaking the same barrier within weeks. That sets up the whole conversation: who you surround yourself with changes what you think is possible.

    Craig gets personal about his own path, including packing a U-Haul with two kids and moving into his in-laws' basement to chase a career in insurance that everyone told him was a dead end. They talk about the lies people internalize, how the word "believe" literally has "lie" in the middle of it, and three things that shape your trajectory: the way you talk to yourself, where you put your money, and who you keep around you.

    It wraps with Connor's challenge to the audience: is your vision big enough to require more of you? He closes with a three-step formula he credits for his career: believe you will go further than you can imagine, stay clear on that belief, and start acting on it today.

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    28 mins
  • Ep 33: Think Bigger: With Connor Hassoun
    Sep 14 2026

    Craig once asked his business partner Chad for a million dollars to get their company off the ground, and Chad said yes without hesitation. That moment kicks off a wide ranging conversation with Connor Hasson about why so many people, even successful ones, end up thinking smaller than they should. They talk about the three tells that someone has stopped growing: the way they talk about the past instead of the future, where their money actually goes, and whether their circle still challenges them or just agrees with everything they say. There's a real critique of the recruit-everyone playbook that dominates their industry, and why hiring fewer people and training them harder built something more durable.

    From there the talk turns toward ego and identity, especially the moment a founder has to stop being the best performer in the room and start building people who outperform them. Craig tells a story about a $100 lunch with author John Maxwell that ended with one sentence that stuck with him for years, and there's a genuinely interesting bit about a goldfish that grows two inches in a bowl but over a foot in a lake, used to make a point about how much environment shapes potential. Somewhere in the mix of business talk and a Ted Lasso tangent, they arrive at the idea that letting go, of failures and of past wins alike, is what actually makes room for the next level. Part two picks up where this one leaves off.

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    26 mins
  • Ep 32: FORGE: With Connor Hassoun
    Sep 7 2026

    Connor Hassoun built his own conference at 23 years old and turned his keynote into FORGE, an acronym for Faith, Obsession, Resilience, Gratitude, and Endurance. On this episode of The Drive, Craig sits down with Connor to unpack that talk piece by piece and dig into what it actually takes to build something from nothing.

    They cover stories that stick with you: a brother training basketball drills alone in the snow at midnight, the true story behind Lone Survivor, a 1,000 pushup challenge on top of a 14,000 foot mountain, and a conversation with his son that changed how he defines "the greatest day of your life." It's a real conversation about faith, purpose, obsession, and what separates the people who finish from the people who just start. Subscribe to The Drive for more.

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    46 mins
  • Ep 31: The P.A.T.H. to Success: Passion, Attitude, Teamwork, Honor
    Aug 31 2026

    Craig Harvey breaks down his P.A.T.H. framework, passion, attitude, teamwork, honor, using stories from raising his son, building a company from scratch, and watching Jack Nicklaus visualize a Masters win before it happened. He gets real about controlling your own attitude instead of blaming everyone else for it, and why the people around you either build you up or quietly drain you dry.

    Then it gets personal: the story of Alfred Nobel reading his own obituary while still alive, realizing the world saw him as a merchant of death, and rebuilding his entire legacy from there. This episode is about the path you're actually on versus the one you think you're on, and what it takes to close that gap.

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    21 mins
  • Ep 30: The Story of Craig Harvey: Co Founder of NASB Author of DRIVEN
    Aug 24 2026

    Craig Harvey built one of the largest final expense insurance brokerages in the country, and for his 50th birthday, he finally gets grilled about how he did it. His business partner Jordan flips the script and puts him in the hot seat, digging into the trailer parks, the broken bones on the football field, and the week he got fired and had almost nothing left. From there it's a straight line to a company doing nine figures a year, told with zero filter.

    Harvey doesn't hold back on what it actually took. He breaks down why he'd rather hire someone hungry and broke than someone comfortable, why trust can't be taught no matter how badly you want it, and how he turned public criticism into fuel instead of letting it get in his head. Then it gets real: he talks about the money he made and the family time he can't get back, and what he's actually afraid of after building an empire and surviving every setback along the way.

    This isn't a polished highlight reel. It's a raw, unfiltered conversation between two guys who've been through it all together, with real talk on leadership, regret, and what it costs to build something this big.

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    45 mins
  • Ep 29: Uphill Dreams Downhill Habits
    Aug 17 2026

    Ever notice how some people have all the talent in the world and still find a way to blow it? This episode gets into why that happens and what separates the ones who actually make it from the ones who keep falling back into the same traps: giving up too soon, screwing up once success brings new temptations, refusing to keep looking up to mentors, and never growing up enough to handle what they've built.

    Craig Harvey sits down with Evan Proch for a real conversation about what actually worked for them and what almost took them out. They talk mentors who wouldn't let them quit, mistakes that cost them, and the moments that forced them to finally grow up.

    If you've got the talent and the know-how but can't seem to break through, this one's for you. It's all about sticking around long enough to actually win.

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    17 mins
  • Ep 28: Blisters + Calluses With Blair Ollendorf
    Aug 10 2026

    The advice that sold a million books and launched a thousand motivational posters might also be the worst career advice you ever took to heart.

    Joseph Campbell famously told people to follow their bliss, but later admitted he got it wrong. People took it to mean chase what's easy and comfortable. What he really meant was find something worth the struggle. That idea becomes "follow your blisters" and it turns into one of the most practical frameworks for business growth you'll hear on The Drive.

    We cover the four types of business blisters (physical, emotional, psychological, and skill-based), the three ways people mismanage them, and the action plan to turn blisters into calluses. Along the way I share a brutal blister story from playing golf barefoot at Carnoustie, Blair owns up to a six-figure mistake from avoiding confrontation, and we get into the story of Demosthenes, the ancient Athenian orator who trained himself to speak with rocks in his mouth. If you've been avoiding the hard conversations, the hustle, or the skill gaps in your business, this episode gives you a blueprint to lean in and build the calluses that make you the leader people want to follow.

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    32 mins
  • Ep 27: Balance Is Bullshit With Max Graham
    Aug 3 2026

    Balance Is Bullshit | The Drive ft. Max Graham

    Chasing balance while trying to grow is a losing game, and this episode gets into why.

    Max Graham has been to 73 countries, all seven continents, and built a serious career in life insurance before 40. Not by doing everything at once, but by going all in during the seasons that called for it and accepting the cost of that.

    This conversation gets into why chasing balance during a season of growth is quietly killing your results, what it actually costs to build something real, and how to think about sacrifice so it has a finish line instead of just an open tab.

    If you've been half in and wondering why nothing's moving, this one's worth your time.

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    20 mins