WiseKracks

WagerTalk Media
  • 4.6 (5)
  • Sports
  • Updated Weekly

Professional sports bettor and advantage gambler Bill "Krackman" Krackomberger joins Jon Orlando to cover what's going in Las Vegas, from gambling stories, big bets, and everything in between.Bill Krackomberger, widely known as "Krackman," isn't just a sports bettor—he's one of the industry's most respected voices and successful handicappers. With decades of experience dissecting betting markets and exploiting edges, Krackman has consistently turned profits by targeting opportunities most bettors overlook.Featured prominently on Showtime’s acclaimed sports betting series "Action" and a regular contributor to VSiN, ESPN, Fox Sports, and SiriusXM, Krackman has established himself as a trusted expert whose advice is sought by novices and professional gamblers alike.

  1. 1d ago

    He Invented Online Sports Betting! Jay Cohen Talks Prison, Big Bets & More!

    🎙️ SPECIAL INTERVIEW: Jay Cohen Joins WiseKracks Pro sports bettor Bill “Krackman” Krackomberger sits down for an exclusive one-on-one interview with Jay Cohen, co-founder of World Sports Exchange (WSEX) and one of the original pioneers of online sports betting. Long before online sportsbooks became a massive part of the sports world, Cohen and his partners launched World Sports Exchange from Antigua in the 1990s. WSEX became the first fully online sportsbook and helped pioneer concepts like live in-game betting and exchange-style sports markets that are commonplace today. But Cohen’s story took a dramatic turn. In 2000, he became the first person convicted in U.S. federal court under the Federal Wire Act for operating an online gambling company, despite WSEX being licensed and regulated in Antigua. Cohen ultimately served 18 months in federal prison. In this special episode, Cohen discusses his new book, “Odds Man Out: The Untold Story of How Professional Sports Crushed the Pioneers of Online Betting,” and takes Krackman behind the scenes of his incredible journey. 🎰 Inside the interview: • How World Sports Exchange became an online sports betting pioneer • What it was like building an internet sportsbook in the 1990s • The early days of live and in-game sports betting • Operating WSEX legally from Antigua • Why Cohen decided to return to the United States and fight the federal charges • His conviction under the Federal Wire Act • What life was really like inside federal prison • Watching sports betting explode into a massive legal industry decades later • The story behind Odds Man Out • What Cohen thinks about the sports betting industry today • PLUS — Krackman asks Jay questions submitted directly by the audience! This is a fascinating look at a piece of sports betting history from someone who lived it firsthand. 📚 Learn more about Odds Man Out and Jay Cohen’s remarkable story.

  2. 1d ago

    Krackman's FAVORITE Restaurants in Vegas, Casino Stories & Entering Circa Million

    🎰 WiseKracks is back at Circa Sportsbook in Downtown Las Vegas!Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando are back for another episode packed with sports betting, gambling news, Las Vegas stories, food talk and plenty of laughs.Krackman kicks things off by making Jon an offer he might not be able to refuse — a piece of Krackman’s Circa football contest entries! The guys break down the offer before the conversation takes a turn into some of the wildest stories making headlines, including the possibility of flying cars becoming a reality.🍽️ Then Krackman attempts to rank his Top 3 places to eat in Las Vegas… but three restaurants aren’t nearly enough. The list quickly grows to seven or eight of his favorite Vegas spots, with Krackman sharing some of his go-to places around town.🎲 The guys also dive into some of the biggest and strangest stories from around the gambling world:• A mysterious death in Atlantic City • A New Jersey man admitting to a massive $47 MILLION fraud scheme to help pay gambling debts • What’s going on with Bally’s and its financial situation? • Penn Entertainment investing $195 million into a New Orleans casino relocation • Circa expanding with new hotel rooms in Downtown Las Vegas • The best times to visit a casino • More gambling news, Vegas stories and behind-the-scenes discussionFrom Circa contest action and $47 million gambling debts to Las Vegas restaurants and flying cars, this episode of WiseKracks goes all over the map.

  3. 5d ago

    Pizza, Business, Mob & Prison Stories with George Martorano & Albert Scalleat

    🎙️ BONUS EPISODE of the WiseKracks Podcast! Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando sit down with two fascinating guests for an episode packed with incredible stories, business talk, pizza, Las Vegas and a life story you have to hear to believe. 🍕 Albert Scalleat, businessman and owner of Dom DeMarco’s Pizzeria & Wine Bar in Las Vegas, joins the show to talk about his journey in the restaurant and pizza business. Albert shares stories about learning and perfecting his craft, what goes into making a truly great pizza, and what has made Dom DeMarco’s one of the best places to eat in Las Vegas. Then, George Martorano joins Krackman and Jon to tell his unbelievable story. George was born into a Philadelphia mob family and was sentenced to life without parole in 1984 on drug charges. After spending more than three decades behind bars, George was eventually released and began a completely new chapter of his life. Now the man behind The Growfather, George opens up about his past, his time in prison, growing up around organized crime and some of the wild experiences that shaped his life. From the secrets behind making great pizza to unbelievable mob and prison stories, this is a WiseKracks bonus episode unlike any other. 🔥 In this episode: Albert Scalleat on the story behind Dom DeMarco’s What separates a great pizza from an average one Building and running a successful restaurant in Las Vegas George Martorano’s upbringing in a Philadelphia mob family The case that resulted in his life-without-parole sentence Stories from more than 30 years behind bars Life after prison The story behind The Growfather Wild stories you’ll only hear on WiseKracks And much more!

  4. 5d ago

    Free Play at a Vegas Casino, Football Contest Proxies & Dodgers to win the World Series?!

    🎰 WiseKracks is back from the Circa Sportsbook in Downtown Las Vegas! Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando are back for another episode packed with gambling talk, wild Las Vegas stories, sports betting and much more. Krackman kicks off the show with a special offer from Treasure Island that could get you $200 in FREE casino play! From there, the guys dive into some of the craziest stories making headlines in Las Vegas and the gambling world. They discuss casino robbers, a woman being stabbed at a Las Vegas motel, and the trial of the man accused of killing Tupac Shakur, which is beginning in Las Vegas. Plus, with the brutal Vegas summer heat in full force, the guys attempt to answer an important question: Can you actually fry an egg on the sidewalk? 🍳☀️ The guys also check in on their latest WagerWire parlay, and there's only ONE LEG LEFT! It all comes down to Jon Orlando's Los Angeles Dodgers to win the World Series. ⚾💰 Finally, Krackman is joined by another Las Vegas football contest proxy to answer questions about how the proxy business works, what bettors need to know before entering the major Vegas football contests, and share some absolutely CRAZY stories from years of helping contestants. If you love Las Vegas, sports betting, gambling stories, casino news and football contests, this episode of WiseKracks is for you!

  5. Aug 7

    Derek Stevens Talks Circa Football Contests + College Football Betting Preview & MORE!

    Las Vegas legend and Circa owner Derek Stevens joins pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando for a loaded episode of the WiseKracks Podcast! Derek Stevens kicks off the show with an inside look at Circa’s massive football contests for the upcoming season. Are signups ahead of pace? How big can these contests get? And why is Circa willing to spend so much money running multiple high-stakes football contests without taking a rake? Derek explains why the contests are worth the investment, what he expects for their future, and how they’ve become such an important part of football season in Las Vegas. He also takes it back to the beginning, sharing how he first got into the casino business, why he chose Las Vegas, and some incredible stories from his journey to owning Circa, The D, Golden Gate and more. Then, FOX Sports betting expert Chris “The Bear” Fallica and former NFL offensive lineman Geoff Schwartz join the show to preview the upcoming NFL and college football seasons. The guys break down what they’re watching heading into football season, and The Bear shares a college football futures bet that could be worth adding to your betting card. To close out the episode, WagerWire co-founder Travis Geiger joins Krackman and Jon to explain what WagerWire is, how the platform works, and much more from the sports betting world. It’s a stacked WiseKracks episode featuring Las Vegas, Circa’s football contests, NFL betting, college football betting, futures and plenty of gambling stories!

  6. Jul 30

    Vegas Myths, Jackpot Errors, Tips & Cashing in Vegas Football Contests!

    Football contest season is officially here, and Bill "Krackman" Krackomberger and Jon Orlando are back from the Circa Sportsbook in Downtown Las Vegas with another action-packed episode of WiseKracks! The guys kick things off by breaking down the incredible growth of Las Vegas football contests, discussing the massive signup numbers this summer and the important topic of tipping your proxy. How much should you tip if your proxy helps you cash a life-changing prize? Bill and Jon share their thoughts and experiences from years in the contest world. Jon also tells a wild story about meeting someone who hit a huge Keno jackpot—and may have found themselves limited afterward. Krackman follows it up with some of the craziest gambling headlines from around the country, including: A single mother who thought she won $43 million on a slot machine before learning it was allegedly caused by a machine malfunction. Two men arrested after a casino theft spree in Philadelphia. Another classic Las Vegas myth involving casino windows and clocks. An incredible story of an 88-year-old woman fighting off a casino robber. The conversation then shifts to sports betting strategy as Krackman explains why every serious bettor should be using an odds screen to shop for the best numbers and why he believes OddsLogic is the best tool available for finding value in the betting market. To wrap things up, the guys take a look at another fascinating WagerWire parlay that's already halfway home after the New York Knicks captured the NBA title. Now, the ticket is just waiting on Caitlin Clark to win the WNBA Regular Season MVP award for a potentially massive payday. If you enjoy gambling stories, Las Vegas insider knowledge, sports betting strategy, and behind-the-scenes conversations from two of the industry's most experienced personalities, this is an episode you won't want to miss!

  7. Jul 23

    Las Vegas Football Contests, Sportsbook Robbery & a CRAZY Parlay

    The WiseKracks crew is back from the iconic Circa Sportsbook in Downtown Las Vegas! Professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando kick off the show by talking about filming inside Circa, wrapping up an exciting summer at the World Series of Poker, and everything happening around Las Vegas. This week's guests are the executive producers behind "Circa Survivor: The Quest for $18.7 Million – Season 3," the hit football contest documentary airing on VSiN, NESN, MSG, and other networks. They pull back the curtain on how the series came together, what fans can expect this season, and why the Circa Survivor contest has become one of the most fascinating stories in sports betting. Later in the episode, Scott from Vegas Horse Pools joins the show to explain the world of proxies in Las Vegas football contests. If you've ever wondered how contestants from around the country enter contests like Circa Survivor and the SuperContest, Scott breaks down how the proxy process works and why it's become such an important part of contest season. Krackman also delivers another packed edition of the latest gambling headlines, including: Can casino carpets actually influence you to gamble more? The bizarre story of a $167 million Powerball winner who allegedly kicked a police officer in the face. An arrest made in connection with a robbery at a Las Vegas sportsbook. A look at Jay Cohen's new book detailing the rise and fall of the World Sports Exchange and one of the most influential stories in sports betting history. Whether you're getting ready for football contest season, love behind-the-scenes stories from Las Vegas, or want to stay up to date on the biggest gambling news, this episode has something for every bettor.

  8. Jul 17

    $2.2M Jackpot, WSOP Wrap Up & Playing Blackjack!

    The World Series of Poker may be winding down, but the stories are just getting started! 🎲♠️ On this episode of WiseKracks, professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando recap the past few weeks spent playing events and hanging around the World Series of Poker in Las Vegas. Jon shares what it's been like documenting the entire experience through his WSOP vlogs, while Krackman reflects on everything that makes poker season in Vegas unlike any other time of year. The conversation then shifts to some classic Vegas gambling topics, including the mystery memorabilia lucky boxes popping up around casinos, playing blackjack, and whether those tempting side bets are actually worth your money. Krackman also breaks down some of the biggest headlines in the gambling world: FanDuel purchasing a Bryce Harper Cameo for a customer after a heartbreaking losing bet Why the FIFA World Cup is expected to be huge for Las Vegas sportsbooks The latest tax news impacting sports betting Google's tighter restrictions on gambling advertisements The incredible story of a Las Vegas gambler hitting a $2.2 million jackpot And plenty more gambling and Vegas news As always, the guys dive into another interesting parlay posted on the WagerWire app, discussing the strategy and whether they'd make the same bet. Krackman also reveals the brand-new filming location for future episodes of WiseKracks. If you love sports betting, poker, Las Vegas, gambling stories, and behind-the-scenes conversations from the gaming industry, this is an episode you won't want to miss.

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4.6
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About

Professional sports bettor and advantage gambler Bill "Krackman" Krackomberger joins Jon Orlando to cover what's going in Las Vegas, from gambling stories, big bets, and everything in between.Bill Krackomberger, widely known as "Krackman," isn't just a sports bettor—he's one of the industry's most respected voices and successful handicappers. With decades of experience dissecting betting markets and exploiting edges, Krackman has consistently turned profits by targeting opportunities most bettors overlook.Featured prominently on Showtime’s acclaimed sports betting series "Action" and a regular contributor to VSiN, ESPN, Fox Sports, and SiriusXM, Krackman has established himself as a trusted expert whose advice is sought by novices and professional gamblers alike.

Information

  • Creator
    WagerTalk Media
  • Years Active
    2025 - 2026
  • Episodes
    63
  • Rating
    Explicit
  • Copyright
    © WagerTalk Media
  • Show Website
    WiseKracks

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