WiseKracks

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.

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.

Bill "Krackman" Krackomberger and Jon Orlando are back with another episode of WiseKracks from the World Series of Poker in Las Vegas! After spending weeks at the WSOP, Krackman and Jon share what it's really like playing poker's biggest event. Krackman explains how his opinion of the World Series of Poker has evolved over the years, while Jon breaks down his own tournament experience, biggest hands, and what he's learned during his time at the tables. The conversation then shifts to the current state of sports betting. Krackman reflects on how the industry has changed since he first started betting professionally, why he wouldn't want his own child to become a professional sports bettor, and how today's betting landscape is dramatically different. He also discusses why betting baseball has changed, the explosion in popularity of parlays, and how sportsbooks have adapted over the years. As always, the guys dive into some of the biggest gambling and Las Vegas headlines, including: 🎰 The infamous Vegas casino "black list" 🪄 A magician accused of running a casino scam 📰 A Buddhist monk sentenced to 12 years in prison after a gambling-fueled sextortion scandal To wrap up the show, Krackman and Jon break down another intriguing parlay from the WagerWire app, and Krackman lets viewers know where they can find all of his latest betting picks on the WagerTalk website.

🎙️ Jeff Nadu Joins WiseKracks! Mob Stories, Barstool Drama, Gambling Scandals & WSOP! This week on WiseKracks, professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando are coming to you from the World Series of Poker in Las Vegas with special guest Jeff Nadu! Jeff discusses his journey from becoming a well-known personality at Barstool Sports to launching his own successful true-crime and Mafia podcast, The Sitdown with Jeff Nadu. He shares incredible mob stories, behind-the-scenes experiences from producing the show, and why organized crime history continues to fascinate audiences. The conversation also dives into Jeff's long-running rivalry with Barstool personality Rico Bosco, whether the two could ever work together on a future show, and what really happened behind the scenes. Krackman, Jon, and Jeff also break down the latest gambling scandals surrounding both the NBA and college sports, discussing what these incidents mean for the future of sports betting and the integrity of the games. The guys also talk about their experiences playing in the World Series of Poker, including Krackman revealing that a sponsor put up $10,000 for him to play. To wrap up the show, Krackman shares a featured parlay from the WagerWire app centered around several New York teams. 🔔 Topics Include: Jeff Nadu's transition from Barstool Sports to The Sitdown Fascinating Mafia and organized crime stories Jeff's rivalry with Rico Bosco Could Jeff and Rico ever do a show together? NBA and college sports gambling scandals Playing the World Series of Poker Krackman's $10,000 sponsored WSOP entry Krackman's WagerWire New York teams parlay If you enjoyed the episode, be sure to LIKE, SUBSCRIBE, and leave a comment with your favorite Jeff Nadu story or who you'd like to see on WiseKracks next!

Professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando welcome legendary sports bettor Alan Boston to WiseKracks for an entertaining conversation filled with gambling stories, poker, sports betting, and Boston's unique perspective on today's betting landscape. Alan discusses betting Wimbledon, his experience playing in the World Series of Poker (WSOP) in Las Vegas, and how today's college sports environment has changed from a bettor's perspective. He also shares his thoughts on the current state of the gambling industry, what bettors should be paying attention to, and where he believes the betting world is headed. Plus, Alan tells hilarious gambling stories from years past, including playing slot machines and shooting craps alongside comedy legend Rodney Dangerfield. Whether you're a seasoned sports bettor, poker fan, or simply love hearing incredible gambling stories from one of the sharpest minds in the business, this is an episode you won't want to miss. In this episode: 🎾 Alan Boston's thoughts on betting Wimbledon ♠️ Playing in the World Series of Poker in Las Vegas 🏈 The changing landscape of college sports 📈 The current state of sports betting and gambling 🎰 Classic casino stories from Alan Boston 🎲 Playing craps with Rodney Dangerfield 💰 Gambling insights from one of the industry's most respected bettors

🎙️ WiseKracks Podcast | WSOP Updates, Crazy Gambling Stories & Vegas Headlines! Bill "Krackman" Krackomberger and Jon Orlando are back from the World Series of Poker in Las Vegas with another episode of the WiseKracks podcast! The guys kick things off with the latest updates from the WSOP, as Jon shares how his daily vlogs from the series have been going and what it's been like covering poker's biggest event from the ground. Then Krackman dives into some of the wildest gambling stories making headlines, including: An update on the Terry Rozier gambling investigation North Carolina raising taxes on online sportsbooks A player getting 86'd from the World Series of Poker for smoking The shocking story of 17 horses killed in a fire at Saratoga A Las Vegas woman arrested after allegedly marrying 14 men in a money scam And plenty more bizarre stories from the gambling world! If you enjoy sports betting, poker, Las Vegas news, and unbelievable gambling stories, this is an episode you won't want to miss.

🎙️ WiseKracks Podcast | WSOP Updates, NFL Futures, WagerWire Parlays & The Incredible Story of "Cookie Monster" Mark Checkwicz! Bill "Krackman" Krackomberger and Jon Orlando are back from the World Series of Poker in Las Vegas with another entertaining episode of the WiseKracks Podcast! The guys kick things off with the latest updates from the WSOP, as Jon Orlando shares how he's feeling about his experience at the series so far. Krackman then reveals a few NFL futures bets he's already locked in and breaks down another eye-opening futures parlay discovered on the WagerWire app. Plus, the duo debates what they would do if they suddenly had $10 million in their bank account! At the 18:48 mark, special guest Mark Checkwicz joins the show. Mark won the 2024 WSOP $5,000 Seniors High Roller event for a life-changing payday of more than $500,000. He shares his incredible journey through the tournament, discusses the importance of responsible gambling, explains how he earned the nickname "Cookie Monster," and tells an absolutely CRAZY story about losing the money shortly after winning the tournament. 🔹 World Series of Poker updates from Las Vegas 🔹 Jon Orlando's WSOP experience 🔹 Krackman's NFL futures bets 🔹 WagerWire futures parlay breakdown 🔹 What would you do with $10 million? 🔹 Mark Checkwicz interview (18:48) 🔹 Winning the WSOP Seniors High Roller 🔹 Responsible gambling discussion 🔹 The origin of "Cookie Monster" 🔹 The unbelievable story of losing his winnings Drop a comment below and let us know: What would YOU do with $10 million?

Bill "Krackman" Krackomberger and Jon Orlando are back with another episode of WiseKracks, broadcasting from the heart of the action at the World Series of Poker in Las Vegas! The guys kick things off with a WSOP update as Jon Orlando shares his firsthand experiences from the poker tables, the atmosphere around the series, and what life has been like inside the biggest poker event in the world. Then Krackman dives into some of the biggest stories making headlines across Las Vegas and the gambling world, including: 🔫 A troubling series of armed robberies targeting casino patrons around the country 🏒 The Vegas Golden Knights' latest Stanley Cup playoff run and the excitement around Las Vegas 💰 Updates on gambling taxes and what bettors need to know 🎲 Other major stories impacting the gaming industry and Las Vegas Plus, the guys take another deep dive into a wild futures two-leg parlay listed on the WagerWire app and discuss whether it's worth buying, selling, or holding as the sweat continues. If you enjoy sports betting, poker, Las Vegas stories, and behind-the-scenes gambling industry discussions, make sure to subscribe and join the conversation!

🎙️ 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

🎙️ 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.

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.

🎙️ 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

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!

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.

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.

🎙️ 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.

🎙️ WiseKracks Podcast | Vegas Stories, Gambling News & The Masters Begins! Professional gambler Bill “Krackman” Krackomberger and Jon Orlando are LIVE from the SuperBook at the Westgate in Las Vegas for another can’t-miss episode of WiseKracks! From the biggest headlines in Las Vegas to wild gambling stories, this episode is packed with everything happening right now in the sports betting world and beyond. 🏌️‍♂️ The guys kick things off with The Masters Tournament, breaking down what makes Augusta National one of the most iconic venues in sports and why this week is so special for bettors and golf fans alike. 💰 Bill dives into a fascinating story involving The Atlantic writer McKay Coppins, who placed a $10,000 bet as part of a sports betting experiment—what can we learn from it? 🐶 They also react to a bizarre Las Vegas story involving a woman who abandoned her dog at the airport and then missed her court date. 🏛️ With Donald Trump set to visit Las Vegas next week, the guys discuss the buzz around his proposal of “No Tax on Tips” and what it could mean for casino workers and the Vegas economy. 🎰 Plus, more wild Vegas headlines: Employees at Binion’s accused of skimming $300,000 💸 Rumors swirling around the potential cancellation of a mega fight between Floyd Mayweather Jr. and Manny Pacquiao at the Sphere 🥊 New ownership and leadership changes shaking things up at the Rio Casino 🔥 If you love Vegas stories, sharp gambling insight, and behind-the-scenes sportsbook talk—this episode is for you. 📍 Filmed on location at the SuperBook at the Westgate in Las Vegas

🎙️ WiseKracks Podcast – Vegas Stories, Final Four Bets & Casino Chaos! 🎰🏀 Professional sports bettor Bill “Krackman” Krackomberger is back with Jon Orlando for another wild episode of WiseKracks—and this one is PACKED with unbelievable Las Vegas stories and sharp betting insight. Krackman shares some absolutely insane stories, including a handful of WILD casino robberies in Las Vegas, plus a jaw-dropping $3 million social media stunt that went down at a Vegas casino. From there, the guys dive into everything happening in and around Sin City—from the best burgers in Las Vegas 🍔 to major news like The Super Bowl returning to Vegas and the growing debate around South Jersey lawmakers opposing casinos outside of Atlantic City. 🏀 With March Madness heating up, Krackman and Jon break down the Final Four games and what bettors should be watching heading into the biggest weekend in college basketball. 💰 Then, advantage gambler Randy McKay joins the show to talk betting strategy and share his thoughts on wagering the Final Four—bringing his sharp perspective and actionable insights. Whether you’re here for the Vegas stories, betting advice, or just the chaos that comes with Krackman, this episode delivers it all.

Welcome back to another episode of WiseKracks with professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando, filmed LIVE from Las Vegas! In this episode, Krackman brings the heat with some incredible stories from around the gambling capital of the world. From record-breaking crowds at Allegiant Stadium for Luke Combs, to a jaw-dropping $19.5M Las Vegas mansion listing, and the ongoing debate around smoking in casinos across the country — this episode is packed with wild insights and real Vegas talk. They also dive into the numbers behind massive casino revenue in New York, plus what it’s like experiencing March Madness in Las Vegas from a bettor’s perspective — the energy, the chaos, and the opportunities. On the betting side, the guys shift focus to Major League Baseball, breaking down how they’re approaching the MLB season. Jon Orlando shares his early World Series predictions, including a couple of surprise teams you won’t see coming 👀 Plus, Jon recaps his latest poker tournament run — including a stretch where he was chip leader — and what ultimately went right (and wrong) at the tables. 🔥 Topics Covered: Luke Combs sets attendance record at Allegiant Stadium $19.5M Las Vegas mansion talk Smoking policies in casinos across the U.S. New York casino revenue boom March Madness in Vegas experience MLB betting strategies for the season Jon Orlando’s World Series picks (with sleepers!) Poker tournament recap & lessons learned

March Madness is heating up 🔥 and we’ve got a FULL Sweet 16 betting breakdown with two of the sharpest minds in the game. Professional sports bettor Bill “Krackman” Krackomberger sits down IN PERSON with legendary handicapper Alan Boston at the SuperBook at the Westgate Las Vegas for an hour-long deep dive into the 2026 NCAA Tournament. Alan Boston goes game-by-game through the entire Sweet 16, breaking down matchups, line value, sharp angles, and where the betting market may be off. If you’re serious about betting college hoops, this is must-watch insight from one of the most respected voices in the space. They also touch on a few NIT matchups, giving quick thoughts and perspective on games flying under the radar. To close things out, Alan Boston answers YOUR questions — responding to comments, giving additional betting advice, and sharing more of his unfiltered opinions. 📍 Filmed at the SuperBook at the Westgate Las Vegas 🎙 Featuring: Bill “Krackman” Krackomberger & Alan Boston ⏱️ What’s inside: Full Sweet 16 betting breakdown (ALL games) Sharp vs public betting insights Line movement & value discussion NIT game quick hits Audience Q&A with Alan Boston

Welcome back to WiseKracks — and this one is straight from the heart of the action at the SuperBook inside the Westgate Las Vegas! Professional gamblers Bill “Krackman” Krackomberger and Randy McKay go LIVE in Vegas to break down every single First Round game of the NCAA Tournament from a true sharp betting perspective. This isn’t your typical bracket talk… this is how the pros attack March Madness. 🏀 In this episode: Full First Round betting breakdown — game by game How the sharp money is shaping the market Randy McKay’s official picks for Round 1 Key angles, line moves, and where the value is hiding What it’s REALLY like watching March Madness in Las Vegas Using casino free play + comps to gain an edge Stories, strategy, and behind-the-counter insights from the SuperBook Whether you're firing on every game or just looking for a few sharp angles, this is must-watch content from two of the most respected bettors in the game.

March Madness has officially arrived—and this one is SPECIAL. For the first time ever, Bill “Krackman” Krackomberger and Alan Boston sit down IN PERSON at the legendary SuperBook inside the Westgate Las Vegas for a full breakdown of the 2026 NCAA Tournament. This is a deep dive with one of the sharpest minds in college basketball betting. 🏀 In this episode: Alan Boston gives his betting perspective on EVERY First Round game Sharp insights on lines, matchups, and market value Where the public is wrong—and where the sharps are attacking How Alan approaches the chaos of March Madness Live atmosphere from the SuperBook in Las Vegas 🎰 🎤 BONUS: We wrap things up with a live audience Q&A, where Alan answers real betting questions from fans inside the book. If you're serious about betting the tournament, this is a must-watch. 📌 Topics Covered: First Round Game-by-Game Breakdown Value vs. Narrative in March Madness Underdogs, Matchups & Line Movement Betting Strategy for the NCAA Tournament Live Q&A with Alan Boston

Pro sports bettors Bill Krackomberger and Alan Boston sit down for an in-depth one-hour conversation covering everything happening in college basketball as we head toward NCAA Division I Men's Basketball Tournament. Krack and Boston break down the chaos of college basketball conference tournaments, discussing which teams they believe will make the NCAA Tournament, which programs might get left out, and how sharp bettors approach this critical stretch of the season. Alan Boston also explains how he approaches betting during March Madness, including how the betting market changes, how he evaluates matchups, and the strategies he uses when the entire sports betting world is focused on the tournament. The conversation also goes off the betting board as the two longtime gambling personalities dive into movies, music, and stories from their decades around Las Vegas and the sports betting world. They also announce that Alan Boston will be in Las Vegas next week, and they share details about where and when you can watch the next show live in person, giving fans the chance to meet Krackman and Boston and be part of the conversation. If you enjoy sharp sports betting insights, March Madness talk, and great gambling stories, this is an episode you don’t want to miss. Topics covered in this episode include: Betting college basketball conference tournaments Which teams will make the NCAA Tournament Alan Boston’s March Madness betting approach How betting markets change during tournament season Movies, music, and off-the-board conversation Alan Boston coming to Las Vegas next week Details on the next live show with Krack & Boston Subscribe for more interviews, betting insight, and stories from the world of sports gambling.

Step inside the wild world of sports betting and Las Vegas stories on this episode of the WiseKracks Podcast with professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando. Krackman delivers another round of unbelievable gambling and Vegas stories, including a shocking incident involving a poisonous scorpion that stung a Las Vegas visitor inside their hotel room. The guys also dive into the impact of the controversial “Big Beautiful Bill” and what it could mean for gambling, plus how bettors are approaching March Madness in Las Vegas sportsbooks. The conversation also travels through some classic and modern gambling stories—from the legendary Benny Binion’s Las Vegas home, to a $180,000 Baccarat scam pulled off by a coordinated group of 11 people, and a troubling trend of carjackings happening in the parking lot of Delaware Park Casino. They also break down major gambling industry news, including a New Jersey horse racing track proposing a massive casino resort, Georgia lawmakers backing off a sports betting referendum, and an important betting discussion on whether buying points in sports betting is ever worth it. As always, Krackman mixes sharp betting insight with unforgettable gambling stories you won’t hear anywhere else. If you love sports betting stories, Las Vegas history, gambling industry news, and sharp betting discussions, this episode is for you. Topics in this episode include: Poisonous scorpion stings Las Vegas hotel guest The “Big Beautiful Bill” and its potential impact on gambling Betting March Madness in Las Vegas sportsbooks The legendary Benny Binion Las Vegas home $180K Baccarat scam involving 11 people Carjackings at Delaware Park Casino parking lot New Jersey racetrack proposing a casino resort Georgia lawmakers folding on a sports betting referendum The truth about buying points in sports betting And more wild stories from Krackman Subscribe for more episodes of WiseKracks, featuring the sharpest minds and wildest stories in the world of sports betting.

Legendary sports bettors Bill “Krackman” Krackomberger and Alan Boston sit down for another fascinating hour of stories, betting insight, and classic Vegas history. The show opens with an incredibly sad and shocking story involving the flamingos at the Flamingo Las Vegas, setting the tone for a conversation that moves from wild Vegas moments to serious college basketball betting talk. Alan Boston dives deep into college basketball and the road to the NCAA Tournament, sharing his thoughts on which teams he believes will make the tournament… and which teams will be left out on Selection Sunday. Boston also breaks down how he approaches betting conference tournaments, where sharp bettors often find some of the best edges of the entire season. Along the way, Boston shares old-school Las Vegas stories from the mob era, giving a glimpse into what gambling culture was like in the city decades ago. The conversation also takes a fascinating turn into one of the most talked-about gambling topics in tournament betting — whether bettors have ever received information about basketball rims at college tournament sites and how much that could potentially impact shooting and totals. Finally, Boston discusses whether there are any true longshots with a real chance to make a deep run in March Madness, and what bettors should look for when hunting for a Cinderella story. If you love sharp betting insight, classic Vegas gambling stories, and March Madness strategy, this is a conversation you won’t want to miss.

🔥 The stories are WILD on this episode of WiseKracks with pro sports bettor Bill “Krackman” Krackomberger and co-host Jon Orlando. Krackman opens the show with one of the most unbelievable Vegas stories you’ll ever hear — a Canadian tourist who allegedly stole one of the live flamingos from the Flamingo Hotel & Casino in Las Vegas. Yes… an actual flamingo. 🦩 Only in Vegas. The guys also break down some major gambling and sports topics including the continued growth of online casino and sports betting revenue, the possibility of MLB games being played in Las Vegas, and the latest buzz around Las Vegas Raiders star Maxx Crosby and his odds to be traded. Plus, Vegas entertainment keeps getting bigger as Metallica continues to add more shows at the Las Vegas Sphere, and the guys talk about how the Sphere has quickly become one of the most talked-about venues in the world. Jon also shares the full story behind his wild poker tournament run this week, including the swings, big hands, and everything that went down at the table. ♠️ To close the show, legendary advantage gambler Randy Lee McKay joins the podcast to talk about betting college basketball, the upcoming tournament chaos, and what bettors should be looking for this time of year. This episode is packed with Vegas stories, gambling insights, poker drama, and college basketball betting talk. 📌 Topics include: A Canadian man stealing a flamingo from the Flamingo casino 🦩 Online casino & sports betting revenue growth MLB playing games in Las Vegas? Maxx Crosby trade odds discussion Metallica adding more Las Vegas Sphere shows Jon Orlando’s crazy poker tournament story Randy Lee McKay on betting college basketball

Welcome back to another episode of the WiseKracks Podcast with pro sports bettor Bill Krackomberger (aka “Krackman”) and Jon Orlando! This episode is PACKED with wild gambling stories, Vegas headlines, and behind-the-scenes insights from one of the sharpest minds in the business. 🎙️ On This Episode: Krack recaps his recent shows with legendary bettor Alan Boston — including some classic Boston stories and betting philosophy that only comes from decades in the game. A breakdown of Krackman’s recent trip through Florida and South Carolina — what he saw, who he met, and the betting scene out there. Tales from the poker tables in Las Vegas — the swings, the characters, and why live poker still hits different. A WILD story from Caesars Palace that could turn into a potential lawsuit 👀 Major Vegas entertainment news: Metallica signing to play at the Las Vegas Sphere Boxing mega-news: Floyd Mayweather Jr. vs. Manny Pacquiao at the Sphere?! Slot machine sessions and the psychology behind chasing jackpots 🎰 A CRAZY lottery ticket story you won’t believe And Krackman closes the show with an unbelievable story about a family turning in nearly $20 million to the U.S. government — wait until you hear how that unfolded. From sports betting strategy to Vegas chaos, high-stakes poker, casino drama, and unbelievable real-life gambling stories — this episode has it all.

🎙️ WISEKRACKS PODCAST – Vegas Stories, Hard Rock Florida, WSOP 2026 & A Bitcoin Takeover?! Pro sports bettor Bill “Krackman” Krackomberger is back with Jon Orlando for another wild ride through the gambling world — and this one covers EVERYTHING from Florida to the Las Vegas Strip 👀 Krackman breaks down his recent trip to the Hard Rock in Florida — what stood out, how the action compares to Vegas, and the behind-the-scenes stories only Krackman can deliver. From casino floor observations to sharp play chatter, this is the real inside look. But that’s just the beginning… This episode also dives into: 🔥 Time capsules at old Las Vegas casinos 🚨 Identity theft tied to online betting bonus abuse — what bettors need to know ♠️ The World Series of Poker releasing its 2026 event schedule — early thoughts 🥊 UFC reportedly coming to the White House — what?! ₿ A potential “Bitcoin Takeover” at a Las Vegas casino 💰 Atlantic City casinos posting BIG revenue to start 2026 🎰 And much more from the ever-evolving gambling landscape From Vegas nostalgia to crypto sportsbooks, from poker news to regulatory drama — WiseKracks always delivers the stories you won’t hear anywhere else. If you love gambling culture, sportsbook insight, and wild casino stories, this episode is for you.

🎱 WISEKRACKS PODCAST – POOL LEGEND RODNEY MORRIS + SUPER BOWL RECAP & GAMBLING STORIES 🎲 This week on the WiseKracks Podcast, Pro Sports Bettor Bill “Krackman” Krackomberger sits down with one of the greatest pool players of all time — Billiards Hall of Famer Rodney Morris. Rodney shares incredible stories from his childhood, how he broke into the world of professional pool, and what it was like competing against legends like Efren Reyes and Earl Strickland. From high-stakes action to championship moments, Rodney takes us inside the mental game, the grind, and the lifestyle of elite-level billiards. He also talks about launching a brand-new pool tour — what inspired it, how it will change the game, and what’s next for professional billiards. If you love gambling stories, competitive fire, and old-school action, this one delivers. Then, Jon Orlando joins the show to recap the Super Bowl with Krackman — breaking down the game, betting angles, and what stood out most from the biggest betting event of the year. Plus, the guys dive into some wild gambling headlines: The bizarre case involving a man who allegedly tried to extort casino mogul Steve Wynn The new vending machines that actually melt your gold jewelry on the spot And more stories from the gambling world that only WiseKracks can bring you

🔥 WiseKracks is back with another can’t-miss episode! 🔥 Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando dive into everything happening around Super Bowl LX, betting strategy, and the wild stories that only WiseKracks can deliver. The guys talk Super Bowl betting angles, market movement, and how pros are attacking the biggest game of the year. They also get into some off-the-board headlines, including a Yellowstone star set to portray legendary Vegas figure Benny Binion in an upcoming TV series, Joey Chestnut defending his bagel-eating title in Las Vegas, and why Nevada was recently named the most deceitful state in America. Plus, they break down a wild story involving a New Jersey accountant accused of stealing $1.6 million, discuss Las Vegas tourism surging, and hit plenty of classic WiseKracks tangents along the way. 🎯 Randy Lee McKay joins the show to drop his Super Bowl LX picks, giving sharp insight from an advantage gambler’s perspective. If you like sports betting, Vegas stories, and real talk from people who’ve lived it — this one’s for you.

In this special bonus episode of the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando are joined by legendary advantage gambler Randy Lee McKay for a deep dive into Super Bowl LX between the Seattle Seahawks and New England Patriots. Randy shares his sharp insights on the big game, including: How he’s looking at Super Bowl LX from a betting perspective Super Bowl props to keep an eye on as the market evolves Key impact players that could decide the outcome Stories and experiences from betting Super Bowls over the years This bonus episode is packed with behind-the-counter thinking, real gambling stories, and the type of insight you won’t hear anywhere else. If you’re betting the Super Bowl—or just love hearing how the pros think—this one’s a must-watch.

This week on the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando sit down with one of the most recognizable voices in Las Vegas and gambling culture — Vegas Pauly C. With over 543,000 followers on Instagram and 421,000+ on TikTok, Vegas Pauly C has seen everything Las Vegas has to offer — and he doesn’t hold back in this must-watch interview. 🎰 Topics Covered in This Episode: The best & worst hotel/casinos in Las Vegas Positives and negatives of major Strip & off-Strip properties How price gouging has gotten out of control in Vegas Which casinos still take care of players — and which don’t Best and worst comps in Las Vegas right now Corporate mindsets vs. old-school Vegas hospitality Must-try restaurants in Las Vegas Wild stories about the most money Pauly’s ever won — and lost 💰 Vegas Pauly C’s pick for Super Bowl LX This episode is packed with real talk, behind-the-scenes insight, and classic Vegas stories you won’t hear anywhere else.

In this episode of the WiseKracks podcast, pro sports bettor Bill Krackomberger and Jon Orlando dive into some of the most talked-about stories in Las Vegas right now—both on and off the betting board. The guys break down the latest progress on the new Hard Rock Casino Las Vegas, how other Strip casinos are reacting, and what it could mean for the future of Vegas. They also share an incredible story about an elderly woman cashing in big at a poker tournament, bust a long-standing Vegas myth surrounding the famous suite from The Hangover, and discuss several Las Vegas spots being shut down by the health department. 🏈 Plus, handicapper Randy Lee McKay joins the show to give out his picks and insights for the AFC & NFC Championship games as the road to the Super Bowl heats up. If you love Vegas stories, gambling myths, sportsbook talk, and sharp football analysis, this episode is a must-watch.

🎲🏈 WiseKracks is back with another loaded episode! 🏈🎲 Pro sports bettor Bill “Krackman” Krackomberger joins Jon Orlando to break down everything happening in the world of sports betting and Las Vegas. The guys dive into betting the NFL Playoffs, discuss who they think will win the Super Bowl, and share insights on how sportsbooks are approaching the postseason. They also touch on Metallica coming to the Sphere, playing poker in Las Vegas, and whether quicker transportation in Vegas could actually become a reality. Plus, Krackman talks about a parlay still alive that needs Miami to win the National Championship, and the crew debates how bettors should be approaching futures at this point in the season. 🔥 Special Guest Alert: Randy Lee McKay joins the show in person to give out some Divisional Round NFL Playoff picks and share how he’s attacking the betting board this week. If you like real gambling talk, sharp betting insight, Vegas stories, and playoff picks—this one’s for you.

On this episode of WiseKracks, pro sports bettor Bill “Krackman” Krackomberger is joined by Jon Orlando for a wide-ranging gambling conversation that hits everything from poker tables to the sportsbook counter. The guys break down poker stories, scams happening around Las Vegas, tipping etiquette in casinos, and some of the newest shows coming to the Vegas Strip. They also recap how New Year’s Eve went in Las Vegas and dive into another wild futures parlay from WagerWire. 🔥 Special In-Studio Guest 🔥 Randy Lee McKay joins the show IN PERSON to give out his picks for the first round of the NFL Playoffs, sharing insight and angles you won’t want to miss. If you love real gambling talk, Vegas stories, and sharp NFL betting insight, this episode is for you.

On this episode of the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger is joined by Jon Orlando for another wide-ranging conversation packed with gambling stories, casino news, and sports betting insight. The guys kick things off by recapping a memorable dinner with Jon’s dad — legendary musician Tony Orlando — and share behind-the-scenes stories you won’t hear anywhere else. They also discuss the Arkansas lottery winner making headlines, news surrounding Barry Manilow’s cancer diagnosis, and break down another wild parlay posted on the WagerWire site. The conversation continues with a deep dive into casinos carrying massive debt, the bizarre Hard Rock Bristol police VIP lawsuit incident, and plenty more real-world gambling and casino stories along the way. To close out the show, Randy Lee McKay joins the podcast to hand out picks and betting insight for NFL Week 18 and college football, helping you get ready for the final stretch of the season. Whether you’re here for sports betting, casino news, legendary stories, or sharp picks — this episode has it all.

On this episode of the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger and co-host Jon Orlando break down a wild mix of gambling stories, casino news, and betting angles from across the industry. Jon recaps a crazy poker tournament experience, while the guys dive into Atlantic City casino revenue surging in November and what it means for the gambling landscape. They also discuss the IRS releasing a draft proposal to change the $2,000 slot tax threshold, the Powerball jackpot climbing toward $1 billion, and how casinos use scents and psychology to keep players gambling. Plus, the crew reacts to reports of fake “World’s Largest Golden Nuggets”, and the WagerWire segment delivers another insane parlay that has everyone talking. To close out the show, Randy Lee McKay joins to share his NFL Week 16 picks and FCS Playoff bets, giving bettors actionable insight heading into the weekend.

🎙️ Bill “Krackman” Krackomberger x Alan Boston — 1 Hour of Pure Sports Betting Gold! 🎙️ In this special, hour-long conversation, two legendary gamblers sit down for a deep, unfiltered discussion you won’t find anywhere else. Bill "Krackman" Krackomberger and Alan Boston open up about the art and grind of handicapping college basketball, share stories from the wild old-school days of Las Vegas, and dive into your gambling questions from Twitter/X. Whether you're a seasoned bettor or just fascinated by the minds who’ve lived this life at the highest levels, this episode is packed with insight, honesty, humor, and vintage Vegas energy.

This week on WiseKracks, Bill “Krackman” Krackomberger sits down with a truly remarkable guest — George Martorano, the longest-serving first-time non-violent offender in U.S. history, who transformed decades in prison into a story of discipline, creativity, and reinvention. George was born into a Philadelphia mob family and was sentenced to life without parole in 1984 on drug charges. In this wide-ranging interview, he opens up about his life behind bars, how he survived psychologically. He also dives into the next chapter of his life: 🌿 Building his cannabis brand “The Growfather” 🏢 Growing multiple successful business ventures 🍽️ His love for restaurants and top food spots across the country Martorano shares stories about his father Raymond “Long John” Martorano, Angelo Bruno, Meyer Lansky and how his past intersects with the new Netflix series Mob War: Philadelphia vs. The Mafia, where he makes several appearances. The conversation also takes a turn toward Vegas as George talks about his work with the Mob Museum, gives his perspective on modern organized crime, and weighs in on the new gambling tax coming in 2026 and casinos expanding into New York. To wrap up the show, the crew jumps into a big WagerWire segment analyzing a Drake Maye MVP futures ticket, and Randy Lee McKay returns to deliver sharp picks for NFL Week 14 and the FCS Playoffs. If you enjoy real stories, Vegas insight, betting talk, and one-of-a-kind guests, this is an episode you can’t miss. 👉 Don’t forget to like, comment, and subscribe for more WiseKracks every week! Time stamps 0:00 Intro 1:03 The Growfather 2:01 Family + Prison 5:51 Mob Show on Netflix 11:20 NY Casinos 17:10 New Gambling Tax 20:40 Mob Museum 22:06 Food 26:45 Drake Maye Bet 28:56 Gambling in the Mob 31:15 Father in Prison 32:00 Angelo Bruno 33:00 Atlantic City 35:19 Football Bets

This week on WiseKracks, professional sports bettor Bill “Krackman” Krackomberger checks in from Atlantic City, while Jon Orlando holds things down from the Durango Casino in Las Vegas. Two cities, two coasts, one wild week in the sports-betting world. Krackman reacts to the shocking assassination of Coach John Beam, a tragedy that has shaken the football community. Jon and Krack break down the Broncos’ upset win over the Chiefs — and why Denver still might be a fraud team despite the headline victory. Krack also gives a firsthand report on what Atlantic City looks like today: the energy, the casinos, and how the scene compares to the old days. The guys also tackle major industry news, including DraftKings and FanDuel effectively giving up on Nevada, and a Las Vegas casino being robbed at gunpoint over the weekend. To close the show, veteran bettor Randy Lee McKay joins the crew and fires off his best picks and insights for Week 12 of the NFL. If you love sharp insights, Vegas stories, and real sports-betting talk, you’re in the right place. Tune in!

Get ready for another must-watch 47-minute conversation with two legendary gamblers — Bill “Krackman” Krackomberger and the incomparable Alan Boston. If you love insider stories, old-school gambling wisdom, and sharp sports betting insight, this episode is loaded. Krackman and Boston dive into: 🎲 Wild stories about Stu Ungar — the brilliance, the chaos, and the legacy 🐎 Betting horses and the characters who shaped the race tracks 💊 Drug use in the gambling world 🧠 How Alan Boston almost became a great Jeopardy player 🏀 Betting college basketball this season — what’s real, what’s noise, and where the edges are 📚 The greatest college basketball coaches of all time (and why) 🎰 Dice, poker, slots, and the art of surviving the grind …plus plenty more classic Boston & Krackman storytelling. Whether you’re a seasoned bettor or you just love authentic Las Vegas tales, this episode is packed with gems you won’t hear anywhere else.

🎙️ Bill “Krackman” Krackomberger x Alan Boston | 47-Minute Deep Dive Into College Hoops Betting & Vegas Stories In this special 47-minute episode, professional sports bettors Bill “Krackman” Krackomberger and legendary college basketball sharp Alan Boston sit down for an honest, unfiltered conversation about life as long-time gamblers, the evolution of college hoops, and what still creates an edge in today’s betting market. Krack and Boston swap classic old-school Las Vegas stories, talk about the days when you could walk into a casino and fire away without the noise of today’s market, and share what it really took to win betting college basketball back then—and what it takes now. They break down: 🔥 Boston’s philosophy on attacking CBB totals & sides 🔥 How the college basketball landscape has changed (NIL, transfers, analytics & more) 🔥 Billy Walters stories and how the greatest moved the market 🔥 Under-the-radar college coaches who consistently outperform expectations 🔥 Whether closing line value still matters in modern betting 🔥 What edges still exist—and what edges are gone for good If you love college hoops, sharp betting insight, and old-school gambling stories, this is a must-watch episode.

Welcome back to WiseKracks! 🎙️ Straight from the world-famous Westgate SuperBook in Las Vegas, professional sports bettor Bill “Krackman” Krackomberger and co-host Jon Orlando are bringing the heat for another action-packed episode. This week, Krack and Jon put their money where their mouth is—literally—as they team up for a $1,000 NFL Futures wager. Find out what they bet… and why. They dive deep into the latest headlines rocking the betting world, including: 🔥 MLB pitchers tied to a gambling scandal 🔥 ESPN Bet shutting down operations 🔥 Atlantic City casinos on the brink of going smoke-free 🔥 Caesars Palace bringing back their iconic poker room 🔥 Bugsy Siegel’s hidden escape route and more Vegas lore you won’t want to miss Plus, wise guy Randy Lee McKay joins the show to deliver his top NFL Week 11 picks, complete with sharp insights from a longtime winning bettor. If you love sports, betting, Vegas stories, or want to learn how pro

🎙️ Welcome back to WiseKracks — filmed live from the iconic SuperBook at the Westgate Las Vegas! This week, professional sports bettor Bill “Krackman” Krackomberger and co-host Jon Orlando dive into a packed episode filled with the latest stories from the world of sports and gambling. ⚾ World Series Recap: The Dodgers and Blue Jays went head-to-head for the title — and Krack & Jon break down every big moment from the Fall Classic. 🎰 Inside the Gambling World: Why some casinos are removing pennies from the floor. What’s behind the slight decline in Las Vegas gaming revenue. A deep look into horse racing controversy — is it rigged? Plus, the new concert lineup taking over Las Vegas this season. 🏈 NFL Week 10 Picks & Insights: Legendary bettor Randy Lee McKay joins the show to share his favorite plays for Week 10 and talk shop about casino life and betting strategies. If you love sports, Vegas, and insider gambling talk — you’re in the right place. Don’t forget to like, subscribe, and hit the bell so you never miss a WiseKracks episode! 📍 Filmed at the SuperBook at Westgate Las Vegas 🎧 Available on all podcast platforms #WiseKracks #SportsBetting #LasVegas #Krackman #NFLPicks #Dodgers #BlueJays #WorldSeries #SuperBook #Westgate #vegasnews 2025 NFL Week 10 Schedule: Thursday, November 6: Las Vegas Raiders at Denver Broncos — 8:15 PM ET Sunday, November 9: Atlanta Falcons at Indianapolis Colts — 9:30 AM ET New Orleans Saints at Carolina Panthers — 1:00 PM ET New York Giants at Chicago Bears — 1:00 PM ET Jacksonville Jaguars at Houston Texans — 1:00 PM ET Buffalo Bills at Miami Dolphins — 1:00 PM ET Baltimore Ravens at Minnesota Vikings — 1:00 PM ET Cleveland Browns at New York Jets — 1:00 PM ET New England Patriots at Tampa Bay Buccaneers — 1:00 PM ET Arizona Cardinals at Seattle Seahawks — 4:05 PM ET Detroit Lions at Washington Commanders — 4:25 PM ET Los Angeles Rams at San Francisco 49ers — 4:25 PM ET Pittsburgh Steelers at Los Angeles Chargers — 8:20 PM ET Monday, November 10: Philadelphia Eagles at Green Bay Packers — 8:15 PM ET

Professional Sports Bettor and Advantage Gambler Bill "Krackman" Krackomberger and Jon Orlando are live from Las Vegas to talk about what's happening in the gambling world, slot machines coming to Chicago airports, the NBA gambling scandals, the World Series & much more! Randy Lee McKay joins the show to share his best bets for week 9 of NFL action!

Professional Sports Bettor and Advantage Gambler Bill "Krackman" Krackomberger and Jon Orlando are live from Las Vegas to talk about what's happening in the gambling world, the best blackjack dealer in the world, gambling in Illinois, new shows coming to Las Vegas & much more! Randy Lee McKay joins the show to share his best bets for week 8 of NFL action!

Terry Watanabe joins Bill "Krackman" Krackomberger and Jon Orlando in this week's episode of WiseKracks for his first interview. Watanabe took over his family's company, Oriental Trading, and after he retired lost around $350 million gambling in Las Vegas casinos in just a few years.Later on in the show, Randy Lee McKay joins to share some week 7 NFL picks and Krackman talks about a wild futures parlay that just need the Los Angeles Dodgers to win the 2025 World Series.Time Stamps0:00 - 0:41 Intro0:42 - 6:20 Early Life6:21 - 9:06 Business9:07 - 31:13 Gambling31:14 - 37:00 NFL Week 737:01 - 38:15 Parlay38:16 - 1:03:18 More Stories

Professional Sports Bettor and Advantage Gambler Bill "Krackman" Krackomberger and Jon Orlando are live from Las Vegas to talk about what's happening in the gambling world, a fraud story in the poker world, gambling on cruises & much more! Randy Lee McKay joins the show to share his best bets for week six of NFL action!

Professional Sports Bettor and Advantage Gambler Bill "Krackman" Krackomberger and Jon Orlando get together at the Westgate SuperBook in Las Vegas to talk about what's happening in the gambling world, Jon's crazy day in the casino, scams in gambling & more! Randy Lee McKay joins the show to share his best bets for week five of NFL action!

Professional Sports Bettor and Advantage Gambler Bill "Krackman" Krackomberger and Jon Orlando get together at the Westgate SuperBook in Las Vegas to talk poker, a teen that was arrested for hacking Las Vegas casinos, Krackman's Grandissmo Contest entry, golf and more! Randy Lee McKay joins the show to share his best bets for week four of NFL action!