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  1. Losing a Superbowl Bet

    Losing a Superbowl Bet

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  2. BOSSMANJACK RAGES AFTER HIS LOSING $30,000

    BOSSMANJACK RAGES AFTER HIS LOSING $30,000

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  3. BossmanJack After Losing $280K Lost It All

    BossmanJack After Losing $280K Lost It All

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  4. Live Radio Show Takes Unexpected Turn During Political Discussion!

    Live Radio Show Takes Unexpected Turn During Political Discussion!

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  6. $71,000.00 Won On $0.88 BET!😮LUCKY PLAYER HITS THE GRAND NEXT TO ME while I was recording! #LasVegas

    $71,000.00 Won On $0.88 BET!😮LUCKY PLAYER HITS THE GRAND NEXT TO ME while I was recording! #LasVegas

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  7. BOSSMANJACK AFTER LOSING -30K

    BOSSMANJACK AFTER LOSING -30K

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  8. BOSSMANJACK LOSING HIS 14K PT1

    BOSSMANJACK LOSING HIS 14K PT1

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  9. BOSSMANJACK LOSING HIS 14K PT3

    BOSSMANJACK LOSING HIS 14K PT3

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  10. BOSSMANJACK LOSING HIS 14K PT2

    BOSSMANJACK LOSING HIS 14K PT2

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  11. This couple made a bet: No eating out, no snacks, no alcohol 😍 - secret health and weight loss tips

    This couple made a bet: No eating out, no snacks, no alcohol 😍 - secret health and weight loss tips

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  12. ✅USA vs. Wales prediction: This is Word Cup bet to make in opener #news #shorts #fifa #fifa #fifa20

    ✅USA vs. Wales prediction: This is Word Cup bet to make in opener #news #shorts #fifa #fifa #fifa20

  13. I RAISED THE BET And Got This INSANE WIN that LEFT ME SPEECHLESS!

    I RAISED THE BET And Got This INSANE WIN that LEFT ME SPEECHLESS!

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  14. Cavs Fan Eats Shirt After Losing Warriors Bet

    Cavs Fan Eats Shirt After Losing Warriors Bet

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  15. EVERY BET SIZE ON SWEET BONANZA CHALLENGE! (insanity)

    EVERY BET SIZE ON SWEET BONANZA CHALLENGE! (insanity)

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  16. NHL Betting Analysis: Sabres vs Golden Knights 12/15 | Betting Picks, Predictions and Best Bet

    NHL Betting Analysis: Sabres vs Golden Knights 12/15 | Betting Picks, Predictions and Best Bet

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  21. More Tears From the Predvidians as they Keep Losing Bets & Debates 😅😂

    More Tears From the Predvidians as they Keep Losing Bets & Debates 😅😂

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  22. Just For Reference, This Is Why Scott Galloway Is So Angry: He Bet On The Wrong Horse

    Just For Reference, This Is Why Scott Galloway Is So Angry: He Bet On The Wrong Horse

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