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Gambling With an Edge

Gambling With an Edge

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 Professional gamblers Bob Dancer and Richard Munchkin host Gambling With an Edge which aims to make you a better gambler tomorrow than you were yesterday.Copyright Gambling With an Edge
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    • Gary Kondler on taxes for gamblers

      Gary Kondler on taxes for gamblers
      Dec 25 2025
      Bob and Richard sit down with Gary Kondler to talk about taxes for gamblers after the big beautiful bill. It may not be as bad for some of us as we all thought. Spoiler alert - but some gamblers are just screwed.

      Show Notes

      [00:00] Introduction of gambling tax expert Gary Kondler from Kondler & Associates
      [01:36] W2Gs under the new tax law
      [05:24] Reconciling W2s with session win/loss
      [09:43] An example of casino gambling profit and discussion of similar case law
      [18:04] Sports betting example
      [20:46] Could a day of betting across different sportsbooks be considered a single session?
      [24:28] Arbitrage bettors versus poker players
      [27:06] What type of gambler would benefit from creating an S corp
      [30:00] Casino generated win/loss statements
      [31:54] Should clients file on time or file an extension?
      [37:49] IRS layoffs
      [40:57] How can listeners contact Gary?
      [42:45] Brian Camp’s legal opinion
      [44:55] Kalshi and other predictive markets
      [47:48] Professional versus non-professional gambler
      [51:34] Does filing with losses affect the professional gambler classification?


      Links:
      Kondlercpa.com



      https://www.taxnotes.com/special-reports/gains-and-losses/taxation-gambling-after-obbba/2025/08/14/7sxhn
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      55 min
    • Life is a Gamble - Norm Beck

      Life is a Gamble - Norm Beck
      Dec 22 2025
      Today I speak with Norm Beck, a professional bridge player, magician, and friend about a bet he won, that turned out to be a big loser.

      Show Notes

      [00:00] Introduction of Norm Beck, bridge player and magician
      [00:37] Norm’s biggest gamble
      [06:40] Clever pre-surgery research strategy
      [13:07] Hiring another doctor to translate information to family
      [14:49] Getting into the gambling business
      [20:30] Booking action on random events
      [23:28] A billion dollar bet
      [31:23] $500k bet on changing a tire
      [33:45] “Win Your Line of Credit” blackjack tournament
      [41:21] How to contact the show
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      42 min
    • Life is a Gamble - Cowboy Buzz

      Life is a Gamble - Cowboy Buzz
      Dec 7 2025
      Buzz Marconi moved to Las Vegas in the 1960s, and somehow transformed from an Italian kid from the south side of Chicago into Cowboy Buzz. It's a wild story. Check it out.

      Show Notes

      [00:00] Introduction on of Cowboy Buzz
      [02:07] Moving to Las Vegas, working at The Stardust
      [20:53] Brilliant mob casino strategies
      [23;10] Tony Spilotro and Frank "Lefty" Rosenthal
      [27:19] Becoming a shift boss Foxy's Firehouse
      [29:28] Did certain dealers cheat players?
      [31:06] A wild craps swing on credit and Milton Jaffe
      [35:20] Milton Jaffe magic trick
      [37:06] Opening a restaurant in Las Vegas
      [41:09] Stories about dealers, cheating, and work ethic
      [46:59] Cowboy Buzz's juice is revealed
      [48:51] Naked women tanning at The Tropicana pool
      [55:53] Becoming "Cowboy Buzz"
      [1:02:07] Playing rugby age 73
      [1:04:51] Meeting Max Rubin
      [1:09:05] The first Blackjack Ball
      [1:10:30] Being a clown diver at Caesars Palace
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      1 h et 15 min
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