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The Greatest Players in the Game

The Greatest Players in the Game

Written by: Saymore Enterprises
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Study the game. Go hard in the paint. Stay all the way up. The Greatest Players in the Game is where ambition meets reality — a podcast about winning in life after the spotlight shifts. Hosted by former pro basketball standout Michael Dupri, comedian and cultural commentator B Cash, and filmmaker–producer Camila Cruz, the show dives into the real conversations men and women are having about success, relationships, money, culture, and personal growth. Across three weekly episodes, the team explores: sports, fitness, and performance mindset dating, relationships, and modern masculinity entrepreneurship, finances, and career strategy culture, music, comedy, and current events Expect sharp humor, honest debate, unexpected guests, and conversations that go deeper than the highlight reel. Whether you’re building a career, navigating relationships, chasing greatness, or redefining what success looks like — this is the playbook for staying competitive in the real world. Know the game. Put in the work. Stay up.Copyright 2026 Saymore Enterprises Economics Leadership Management & Leadership Relationships Social Sciences
Episodes
  • Just Beneath The Stars
    Aug 22 2025

    Clyde Bowser walks in — if there were ever an excuse to change the expression from Cowboy to Cowman, this would be it: rodeo-competitor, former poker pro, co-owner of a wildlife sanctuary.


    Clyde was born in Oklahoma. He split his youth between the L.A. jungle and tumbleweeds of Boley — one of the country's oldest all-Black towns, home to the oldest Black community rodeo. Clyde roped semi-professionally with his daddy and his uncle from the time he could hold a rope. Supported his wife through vet school at the poker table, all with a few rug rats in tow. Now he wrangles spreadsheets and donations for the wildlife sanctuary ranch while his wife, the star vet, Angie runs the science and the mission.


    In this one:

    — The Netflix Truth About Jussie Smollett doc drops the same morning, and Mike makes the case

    — Boley, Oklahoma and the oldest Black rodeo in the country

    — Bass Reeves, big hats, and the wardrobe of a cowboy that stays clean

    — A "friendly" private poker game with a royal flush that made the pot

    — Cam asks the question of the whole episode

    — Grey's Anatomy (yes, really)


    Referenced along the way: Boley Championship Rodeo, Cowboy Carter, and — allegedly — whale hunting.


    A rootin', tootin' good time.


    Featuring Michael D, B Cash, Cam Cruz

    Produced by The Greatest Players in the Game.


    More at GPITG.com

    Get the free Cookout Invitation Guide: https://www.greatestplayersinthegame.com/cookout-invitation-guide/

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    50 mins
  • Type O Positive
    Aug 20 2025

    What if the type you describe and the people you actually date have nothing to do with each other? Kalilah Price — predictive-systems researcher, reluctant "dating-app expert," and proud ABD — comes to the den to take apart the gap between what people say they want and what they actually do. Along the way: why a "match" isn't a match, why dopamine isn't pleasure, and why your dealbreakers are doing more work than your wish list. Plus the debut of a certain peer-reviewed guest lecturer, and the buzzer-beater pun the whole episode is named after.

    This is not a dating-advice episode. It's a behavioral-systems episode wearing a dating episode's drawls — and you may leave understanding your own choices a little less than when you started.

    Guest: Kalilah Price

    Harlem-based researcher who came up in political science (she figured she'd end up a campaign pollster) and landed, almost by accident, in recommendation systems and dating-app consulting. She guest-lectures around the world, takes the occasional adjunct quarter, and is ABD — "all but dissertation," with no particular urgency to finish. Warm, fast, and allergic to oversimplifying anything, she rejects the "doctor," the "expert," and the "guru" labels with equal ease — and is consistently a cut above

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    33 mins
  • Get A Wolf
    Aug 18 2025

    Monday means Guys' Day, and Gunny Sarge and B Cash are back in the booth with Cam holding it down on the boards. The Monday Morning Quarterback runs hot: MLB stretch run heating up with Yankees-Cardinals, a fourteen-run Blue Jays explosion in Toronto, and the AL East tightening up game by game. NFL preseason brings backup QBs fighting for their careers — Zach Wilson's still out here, Quinn Ewers flashing in Miami, and a defensive back deciding Titans-Falcons on a pick-six. B Cash takes the long way around to LIV Golf and lands on what might be the realest sports take of the year: loyalty is what you can afford this quarter. Plus the Lynx going 3-and-0 against the Liberty, the NBA moving to Amazon, and Houston getting scary AND crotchety with KD.

    In walks Kimbra Piedmont, founder of Piedmont Regulatory Strategies out of the DMV, was advertised as a permit-expediting entrepreneur. What actually shows up is a lawyer who's won every trial she's taken, a fixer who reads rooms for a living, and a self-described nut cracker. The conversation goes places the booking did not predict: why bureaucracies aren't actually about paperwork, why payoffs are a mistake even when they work, why most people don't lose because they're wrong, what state legislators are actually doing for the money, and why information is the only currency that doesn't lose value. Plus dating fake mobsters, wannabe mobsters, and actual mobsters (spoiler: all boring), the difference between power and leverage, and what Kimbra would put on a probe shot into space to represent humanity after we're gone.

    By the end of the hour, Michael and B Cash are pretty sure Arnold sent a heavy hitter into the studio. Kimbra's pretty sure they're delightful. We leave wondering how much of life actually works the way she just described.

    If you can't get you a Kimbra, get a wolf.

    Study the game. Go hard in the paint. Stay all the way up.

    Guest: Kimbra Piedmont — Piedmont Regulatory Strategies

    Subscribe wherever you get your podcasts. YouTube, TikTok, all that good stuff. GreatestPlayersInTheGame.com. Buy the merch — we gotta fund the cookout somehow.

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    36 mins
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