Gambling With an Edge

Latest Episodes:

Antonino De Rosa Mar 20, 2026

Show notes

Our guest today is Antonino De Rosa, also known as "Ant." Ant went from professional Magic the Gathering player to working for Pinnacle sports book and from there became a professional sports bettor.
Show Notes
[00:00] Introduction of sports bettor, Antonio De Rosa
[00:42] Playing Magic The Gathering professionally
[04:56] Comparing Magic variance and skills to gambling?
[08:29] Getting a job at Pinnacle
[12:07] NBA totals at Pinnacle
[14:05] Dealing with losses, risk management
[17:57] Bad beats
[20:39] Leaving Pinnacle for Plannatech
[23:29] Becoming a bettor
[27:04] Market efficiency, manipulation, limiting players, etc
[32:34] New female accounts
[33:49] Identifying sharp play
[36:44] BetBash story
[39:37] Life lessons from gambling
[42:15] Favorite non-casino restaurant in Vegas
Books Referenced:
Fooled by Randomness by Nassim Nicholas Taleb

Gambling With an Edge - All About Sports Betting Feb 23, 2026

Show notes

We have 3 guests today. Blair Rodman, Anthony Curtis, and Frank B. They are coauthors of the new book All About Sports Betting.
Show Notes
[00:00] Introduction of Blair Rodman, Anthony Curtis, and Frank B., authors of All About Sports Betting: The Definitive Guide
[00:42] What makes this book so unique?
[01:55] The genesis of All About Sports Betting
[05:59] Prop bets, parlays, same game parlays, and teasers
[10:27] QR codes within the book that link to additional information
[13:17] Violence in Puerto Vallarta
[15:37} Touts
[18:33] Bottom up, top down, and modeling
[24:05] Evolution of sports betting markets, future editions of the book
[25:24] Prediction markets
[29:39] Betting splits and other useless statistics
[31:49] Understanding variance and related behavioral biases
[38:42] Offshore sportsbooks, betting on credit, posting up, and settling up
[43:33] Optimal use of bonus bets at Caesars
Links:
All About Sports Betting - https://amzn.to/4kP8FU1
X.com/capjack2000
Unabated.com

Chuck's Luck Jan 28, 2026

Show notes

Charlie is a sports bettor, slot player, and influencer. Charlie got scammed while making bets at a DraftKings kiosk at the Golden Nugget in Biloxi. It's a crazy story, not just the scam, but the way the casino, and Gaming Enforcement reacted.
Show Notes
[00:00] Introduction of advantage player Chuck’s Lucks
[00:40] How did Chuck become an AP?
[04:14] Chuck’s second trip to Vegas and a $2500/spin slot
[07:16] Accounting for the W2Gs
[08:45] Getting scammed while betting sports in Mississippi
[22:55] YouTube influencers, deals, permission to record
[28:59] Plaza’s social media room and livestream
[31:32] Leverage as an influencer for deals, rebates, offsets, etc
[32:48] Filming AP slots, disguising entry points
[35:00] Editing videos and efficient use of content
[37:05] Selling influencer merchandise
[37:30] ChucksLuck and LeapingLizards channels
[37:59] Large jackpot payments and security concerns
[40:27] Favorite restaurant in Las Vegas that is not in a casino?
Related Links:
Lasvegasadvisor.com/gambling-with-an-edge/
Youtube.com/@LeapingLizardSlots
Youtube.com/@ChucksLuck777
Tacoselgordobc.com

Art Manteris Jan 20, 2026

Show notes

This week we talked with long-time Vegas bookmaker Art Manteris. We discussed his new book, "The Bookie."
Show Notes
[00:00] Introduction of Art Manteris, author of The Bookie
[00:47] Bookmakers from Western Pennsylvania
[01:47] Legendary bookmaker Uncle Jack Franzi
[05:21] Working at the mob-controlled Stardust
[08:27] Why did Art move to Las Vegas?
[09:46] Billy Walters stories
[11:57] PASPA, using computers across sportsbooks and racetracks
[15:18] Art's concerns about the expansion of gambling
[17:00] Frank Rosenthal at the Stardust
[18:18] Tony Spilatro
[20:26] Meeting Ron Sacco and sportsbooks in the Caribbean
[23:56] Pinnacle
[25:58] Sports betting in Nevada, climate and regulations
[29:53] Will "Refrigerator" Perry touchdown prop
[31:40] Negotiating huge prize fights in Vegas with Don King and Bob Arum
[34:13] Building the sportsbook at the Hilton
[35:27] Did Art sweat big positions and games?
[37:04] Setting open lines
[39:13] Being the first to post Super Bowl props
[40:44] Prop betting on college sports
[43:17] Circa sports book
[44:26] Parlays
[46:58] Using analytics to analyze payouts on parlays, teaser, and contests
[48:36] Did any bosses or owners want to take positions on games?
[52:23] Favorite restaurant in Las Vegas that is not in a casino?
[53:56] Can listeners contact Art on social media?
Get Art's book, "The Bookie" https://amzn.to/45nzCYp

Gary Kondler on taxes for gamblers Dec 25, 2025

Show notes

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

Life is a Gamble - Norm Beck Dec 22, 2025

Show notes

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

Life is a Gamble - Cowboy Buzz Dec 07, 2025

Show notes

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

Blackjack Ball 2025 Nov 07, 2025

Show notes

Bob is off playing the secret game, so I get together with Max Rubin, and Colin Jones to discuss the 2025 Blackjack Ball.
Show Notes
[00:00] Introduction of Max Rubin and Colin Jones to discuss The Blackjack Ball
[00:45] Colin’s induction into The Blackjack Hall of Fame
[01:26] Changes to voting for The Hall of Fame and BJ Traveler discussion
[06:55] Costume party and best costume [13:20] Ed Thorp
[14:49] UCLA Gambling Studies Program [20:13] Card counting competition
[24:49] Quiz and final table games (cutting and sequencing)
[36:03] Evolution of The Blackjack Ball
[40:23] Other highlights from this year’s Blackjack Ball
Links:
Interview with BJ Traveller https://youtu.be/mnQmlrxApcE
UCLA Gambling Studies Program https://uclagamblingprogram.org

Life is a Gamble - Jon Rogers of Carib Sports Sep 22, 2025

Show notes

Jon Rogers was an old-school bookie. He started booking baseball with his classmates in 6th grade, graduated to parlay cards in high school, and went pro after high school. He lived, and booked through a seismic change in the bookmaking industry. He went from the old days of taking bets over the phone, writing on slips of paper, to moving offshore, and the rise of internet betting.
Show Notes
[00:00] Introduction of bookmaker Jon Rogers of Carib Sports
[00:59] Jon’s childhood and early gambling experiences
[03:52] Booking parlays in high school and lottery numbers
[08:46] State lotteries broadcast drawings
[11:11] Kickbacks and paying for protection
[13:06] Super Bowl 1990 FBI raid
[16:52] Charges, recordings, taxes, and going to Vegas
[21:37] Antigua tax laws, bookmaking on paper, then with software
[29:28] 1990 case ends
[32:32] Continuing operations in Antigua, accepting credit cards, betting volume, and margins.
[35:02] 2003 raid, The Patriot Act
[46:42] The SAFE Port Act and closing down
[48:44] Life after bookmaking, settling the case, and living happily ever after

Anthony Curtis & NFL contests Aug 28, 2025

Show notes

Our guest this week is Anthony Curtis. We discuss the upcoming football contests, the big Vegas downturn, and upcoming books.
Show Notes
[00:00] Introduction of Anthony Curtis, owner of The Las Vegas Advisor and Huntington Press
[01:12] NCAAF and NFL football contests
[04:04] Grandissimo
[06:03] Did tax law changes affect participations in football contests?
[08:15] Contest pricing and strategies for additional entries
[10:51] The value of football knowledge versus contest theory
[13:27] Huntington Press’ upcoming books on sports betting, slots, roulette, blackjack, baccarat, and another book by James Grosjean
[19:57] Las Vegas tourism, waived resort fees, and other deals.
[27:33] Struggles Foubtainebleau, Resorts World, and The Downtown Grand

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