Episodes

  • WiseKracks from the World Series of Poker! | Las Vegas Gambling Stories

    WiseKracks from the World Series of Poker! | Las Vegas Gambling Stories
    Jun 3 2026
    🎙️ WiseKracks Podcast LIVE from the World Series of Poker in Las Vegas! 🎲♠️ This week, professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando are broadcasting from the heart of the action at the World Series of Poker. Jon shares his experience from the WSOP so far, including what it's like competing among thousands of poker players chasing life-changing payouts in Las Vegas. Then, Krackman breaks down some of the biggest stories making headlines in Las Vegas and the gambling world, including: 🐎 A shocking horse stabbing incident at South Point Casino 🎰 A self-excluded casino patron who still managed to hit a jackpot 💰 Las Vegas casinos winning a staggering $689 million in April despite a decline in visitor numbers 📰 Other major gambling and casino industry stories from around the country Plus, the guys dive into another outrageous futures parlay listed on the WagerWire app, discussing whether it's worth buying, selling, or simply admiring from afar. If you love sports betting, poker, Las Vegas news, casino stories, and gambling industry insights, this episode is packed with everything you need. 📍 Recorded from Las Vegas during the World Series of Poker
    Show More Show Less
    31 mins
  • What's Happening in Las Vegas, World Series of Poker & a New Sports Betting Law?!

    What's Happening in Las Vegas, World Series of Poker & a New Sports Betting Law?!
    May 27 2026
    🎙️ On this episode of WiseKracks, pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando kick things off with a heated debate over poker tournament rake structures before previewing their plans for the upcoming World Series of Poker in Las Vegas! ♠️💰 Krackman also shares some unbelievable gambling stories and dives into the latest headlines from around the gaming world including: 🎰 75% of people reportedly having a positive view of Las Vegas 🍔 A secret menu arriving at the World’s Largest In-N-Out Burger 🎟️ The New York Lottery unveiling a brand new slogan 🚨 Growing concerns after another murder at a Kansas City casino 📖 A brand new Louisiana sports betting law 🌡️ The World’s Tallest Thermometer officially going up for sale …and much more! If you love sports betting stories, Vegas news, poker talk and gambling industry headlines, this is an episode you won’t want to miss.
    Show More Show Less
    43 mins
  • Prediction Markets, Draftkings Wrigley Closing & Buying a Futures Parlay?!

    Prediction Markets, Draftkings Wrigley Closing & Buying a Futures Parlay?!
    May 20 2026
    Bill “Krackman” Krackomberger and Jon Orlando are back with another episode of WiseKracks breaking down the latest stories from around the gambling world! 🎲🔥 This week, Krackman shares the wild story behind his attempt to buy a futures parlay from WagerWire and reveals another WagerWire parlay bettors should keep an eye on right now. The guys also dive into some of the biggest headlines in sports betting and casino news including: 🏈 DraftKings exploring the growing trend of prediction markets 🏟️ The DraftKings retail sportsbook at Wrigley Field shutting down 🎬 “Casino” leaving Netflix 🎰 Atlantic City gambling continuing to thrive 🛗 17 tourists getting trapped inside an elevator at the Rio in Las Vegas 📈 The latest buzz from around Vegas and the betting industry As always, Krackman and Jon mix gambling insight, Vegas stories, sportsbook talk, and plenty of laughs along the way.
    Show More Show Less
    43 mins
  • Krackman's WILD Stories, New TV Show on Gamblers, Dana White's Letter to the President

    Krackman's WILD Stories, New TV Show on Gamblers, Dana White's Letter to the President
    May 14 2026
    🎙️ The WiseKracks Podcast is back with another wild episode featuring professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando! With the World Series of Poker right around the corner, Jon explains why THIS might finally be his year to make a deep run — while Krackman shares stories, strategy, and what it really takes to survive the WSOP grind in Las Vegas. The guys also break down some of the biggest gambling headlines making noise across the country, including: 🔥 The Evel Knievel Caesars Palace Fountain Jump returning for a Las Vegas dayclub opening 🎰 New Jersey moving to limit sportsbook promos in the name of responsible gambling 📺 A new TV show centered around problem gamblers ⚠️ New York warning the public about unregulated gambling markets 📈 The rise of prediction markets in Las Vegas and across the United States 🇺🇸 Dana White reportedly writing President Donald Trump about undoing the 90% gambling loss deduction cap Plus, Krackman and Jon take a look at another insane parlay from the WagerWire app and discuss whether it’s genius… or just plain crazy. If you love sports betting stories, Las Vegas news, poker talk, gambling industry headlines, and sharp bettor insight — this episode is for you. 📍 Hosted by Bill “Krackman” Krackomberger & Jon Orlando 🎲 New WiseKracks episodes covering sports betting, Las Vegas, casino stories, poker, and gambling culture
    Show More Show Less
    50 mins
  • Nevada Casinos Closing, $12.8M Lottery Ticket & Cannabis Delivery to Vegas Casinos?

    Nevada Casinos Closing, $12.8M Lottery Ticket & Cannabis Delivery to Vegas Casinos?
    May 8 2026
    Welcome back to another episode of the WiseKracks podcast with professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando! The guys kick things off with a hilarious discussion after Jon didn’t invite Krackman to a baseball game, which quickly turns into one of the funniest arguments the show has had in a while. From there, the conversation shifts into some of the biggest gambling and Las Vegas headlines making waves right now. Krackman dives into the shocking news surrounding casinos closing down in Primm, Nevada, and what it says about the future of certain gambling markets. The guys also discuss Spirit Airlines potentially going out of business, the growing talk of marijuana delivery services coming directly to Las Vegas casinos, and the unbelievable story behind a $12.8 million Arizona Lottery ticket. As always, Krackman shares behind-the-scenes gambling stories, Vegas insight, sportsbook talk, and plenty of wild opinions you won’t hear anywhere else. If you enjoy gambling stories, Las Vegas news, sports betting insight, and uncensored conversations, make sure to LIKE, COMMENT, and SUBSCRIBE for more WiseKracks episodes every week!
    Show More Show Less
    50 mins
  • Kentucky Derby Betting Information, Nevada's "Black Book" & a Casino Lawsuit over Tips

    Kentucky Derby Betting Information, Nevada's "Black Book" & a Casino Lawsuit over Tips
    Apr 30 2026
    Welcome back to another episode of the WiseKracks Podcast with pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando! The guys kick things off with a deep dive into the Kentucky Derby from a betting perspective, breaking down how sharp bettors are approaching the biggest race of the year. Plus, Krackman shares an exclusive text from legendary bettor Paul Matties that you won’t hear anywhere else. From there, the show turns into a wild ride of Vegas stories and major headlines from around the gambling world: The latest on Mathew Bowyer — the bookmaker tied to Shohei Ohtani’s interpreter — and his addition to the infamous Nevada Black Book A breakdown of prediction markets in America and how they’re changing the betting landscape Discussion on reports linking online gambling to a sharp rise in bankruptcy filings The lawsuit against Ocean Casino Resort over dealer tip pooling practices Nelly reportedly avoiding charges in a casino assault case And plenty more insane stories from inside the world of sports betting and Las Vegas As always, Krackman brings the real, unfiltered stories from decades in the betting scene — stories you simply won’t hear anywhere else. If you enjoy sharp betting insight, Vegas stories, and behind-the-scenes gambling talk, this is an episode you don’t want to miss.
    Show More Show Less
    46 mins
  • Vegas Sportsbook News, Betting the NFL Draft & a CRAZY Futures Parlay!

    Vegas Sportsbook News, Betting the NFL Draft & a CRAZY Futures Parlay!
    Apr 22 2026
    Get ready for another can’t-miss episode of WiseKracks with professional sports bettor Bill Krackomberger and co-host Jon Orlando! This week, the guys kick things off by breaking down the major news surrounding the new partnership between the Westgate SuperBook and Caesars Entertainment, and what it could mean for the future of sports betting in Las Vegas and beyond. From market impact to potential ripple effects across sportsbooks, Krackman gives his inside perspective from years in the industry. As always, Krackman brings the stories—and this episode is loaded: A shocking casino story involving a mother leaving her child in a car while gambling Headlines surrounding Kash Patel and controversial Vegas drinking claims A look at rising casino numbers with Atlantic City revenue climbing 2.5% in March Early thoughts and strategies for betting the NFL Draft A preview of major concerts and entertainment coming to Las Vegas Plus, the guys dive back into the WagerWire app to break down another intriguing futures parlay—analyzing value, strategy, and whether it’s worth a shot. If you’re into sports betting, Vegas stories, and behind-the-scenes insights you won’t hear anywhere else, this episode is for you.
    Show More Show Less
    51 mins
  • Las Vegas & Gambling News + Aliens Winning the Lottery?!

    Las Vegas & Gambling News + Aliens Winning the Lottery?!
    Apr 15 2026
    🎙️ WiseKracks Podcast with Bill “Krackman” Krackomberger & Jon Orlando This week on WiseKracks, Bill and Jon go remote as Krack heads out on the road to catch some golf — but that doesn’t slow things down one bit. The guys kick things off with a recap of The Masters and dive straight into a packed episode full of wild stories, gambling insight, and industry news. Bill shares some unbelievable stories from the gambling world, including a man who claims he won the lottery THREE times thanks to alien intervention 👀. Plus, the guys break down the latest headlines making waves across the betting and casino space. In this episode: ⛳ The Masters recap & takeaways 🎰 Wild gambling stories you won’t believe 👽 Lottery winner claims aliens gave him the numbers 🚨 FBI releases images of suspects in the Offset casino shooting case 🏛️ Washington D.C. proposes expansion into iGaming 🎲 Growing support for a new Meadowlands casino in New Jersey 🎤 New music residencies and shows coming to Las Vegas 📲 A closer look at a futures parlay from the WagerWire App From outrageous stories to real betting angles, WiseKracks continues to deliver the perfect mix of entertainment and insight from inside the world of gambling.
    Show More Show Less
    56 mins