Gambling With an Edge
Gambling With an Edge
Bob Dancer & Richard Munchkin
Confessions of a Crossroader
55 minutes Posted Nov 9, 2026 at 9:00 pm.
Growing the show — please subscribe and review02:45 Meet Sid Wyman: pool player, golf gambler, rounder03:54 Fort Smith kid: the bookie umpire and the CB radio05:24 Bought a new Cadillac the day he turned 1608:56 Chauffeur for Big Eddie Glantz in Oklahoma City12:44 Meeting Bobby Baldwin14:33 The Vegas golf crew: Puggy Pearson and company17:40 Fifty dollars to Vegas, hustling pool along the way18:24 The daub: marked cards at the Lady Luck21:30 Courtroom: the case thrown out, the pencil snaps23:36 The bomb: beating the Barbary Coast for $600,00030:38 Oklahoma tribal casino: five straight wins, banned for life34:02 Mr. Casino Honesty37:55 Corporate security asks him to corrupt two dealers40:00 Wife of 35 years41:17 Cheating in poker today: turn the Wi-Fi off46:06 Strippers: how marked decks are made49:43 Hustler Casino: she wasn't cheating51:07 Billy Baxter, the smartest gambler he knows54:50 Wrap-upLife is a gamble explores those times in life where someone must take a big risk, or when life deals you am unexpected hand.  How do we decide how much risk is worth it?
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Sid Wyman — Life is a GambleGuest: Sid Wyman — pool player, golf gambler, poker player, and what they used to call a rounder (or cross-roader).Show Notes00:00 Growing the show — please subscribe and review02:45 Meet Sid Wyman: pool player, golf gambler, rounder03:54 Fort Smith kid: the bookie umpire and the CB radio05:24 Bought a new Cadillac the day he turned 1608:56 Chauffeur for Big Eddie Glantz in Oklahoma City12:44 Meeting Bobby Baldwin14:33 The Vegas golf crew: Puggy Pearson and company17:40 Fifty dollars to Vegas, hustling pool along the way18:24 The daub: marked cards at the Lady Luck21:30 Courtroom: the case thrown out, the pencil snaps23:36 The bomb: beating the Barbary Coast for $600,00030:38 Oklahoma tribal casino: five straight wins, banned for life34:02 Mr. Casino Honesty37:55 Corporate security asks him to corrupt two dealers40:00 Wife of 35 years41:17 Cheating in poker today: turn the Wi-Fi off46:06 Strippers: how marked decks are made49:43 Hustler Casino: she wasn't cheating51:07 Billy Baxter, the smartest gambler he knows54:50 Wrap-upLife is a gamble explores those times in life where someone must take a big risk, or when life deals you am unexpected hand.  How do we decide how much risk is worth it?