Shows / WiseKracks

WiseKracks
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…
Episodes
WiseKracksNFL Week 8 Best Bets, Casino Heists & StubHub Controversy
It's another action-packed episode of WiseKracks with professional sports bettor Bill "Krackman" Krackomberger! This week, we're talking NFL Week 8 best bets…
WiseKracksNFL Week 7 Best Bets + $100K Survivor Disaster & Circa VP Mike Palm Joins WiseKracks!
WiseKracks is LIVE from the iconic Circa Sportsbook in downtown Las Vegas! Professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando welcome…
WiseKracksNFL Week 6 BEST BETS + Vegas Flamingo Incident Update & Casino Scandals!
NFL Week 6 best bets, wild Las Vegas gambling stories, casino scandals and more! 🎰🏈 Pro sports bettors Bill "Krackman" Krackomberger and Randy McKay are joined…
WiseKracksNFL Week 5 BEST BETS, $100K Circa Grandissimo Update & CRAZY Vegas Gambling Stories
NFL Week 5 is here, and pro sports bettors Bill "Krackman" Krackomberger and Randy McKay are back for another episode of WiseKracks! Randy shares his THREE…
WiseKracksNFL Week 4 Best Bets, Casino Betting Systems & a $132K Craps Cheating Scheme
WiseKracks is LIVE from Circa Sportsbook in downtown Las Vegas with professional sports bettors Bill “Krackman” Krackomberger and Randy McKay! Krackman kicks…
WiseKracksWeek 3 NFL Picks, Betting College Football & VEGAS DEALS!
Another episode of WiseKracks is here with professional sports bettors Bill “Krackman” Krackomberger and Randy McKay!Krackman kicks off the show with some of…
WiseKracksNFL Week 2, College Football Picks & an Old Vegas Sign Going Away?!
🏈 NFL Week 2 is here, and WiseKracks is back with best bets, college football picks and plenty of gambling stories! Professional sports bettor Bill “Krackman”…
WiseKracksBetting Week 1 of the NFL + College Football & More Gambling Stories!
🏈 Football betting is in full swing, and WiseKracks is back with another action-packed episode! Professional sports bettor Bill “Krackman” Krackomberger is…
WiseKracksWeek 1 College Football Bets, NFL Futures & Gambling Stories with Randy McKay
🏈 Football season is here, and WiseKracks is back from Circa Sportsbook in Downtown Las Vegas! Pro sports bettor Bill “Krackman” Krackomberger is joined by…
WiseKracksGambling Arcades, Vegas Deals & Remembering Dolly Parton
🎰 WiseKracks is back from Circa Sportsbook in Downtown Las Vegas! Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando kick off this episode by…
WiseKracksHe 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…
WiseKracksKrackman'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…
WiseKracksPizza, 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…
WiseKracksFree 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…
WiseKracksDerek 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…
WiseKracksVegas 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…
WiseKracksLas 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…
WiseKracks$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…
WiseKracksMadness at the WSOP, Current State of Sports Betting & WILD Vegas Stories
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…
WiseKracksMob Stories, Gambling in Sports & World Series of Poker! | JEFF NADU
🎙️ Jeff Nadu Joins WiseKracks! Mob Stories, Barstool Drama, Gambling Scandals & WSOP! This week on WiseKracks, professional sports bettor Bill "Krackman"…
WiseKracksAlan Boston talks Poker, Gambling Stories & Betting Sports!
Professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando welcome legendary sports bettor Alan Boston to WiseKracks for an entertaining…
WiseKracksBIZARRE Gambling Stories from WSOP!
🎙️ WiseKracks Podcast | WSOP Updates, Crazy Gambling Stories & Vegas Headlines! Bill "Krackman" Krackomberger and Jon Orlando are back from the World Series of…
WiseKracksCRAZY Stories Winning $573,876 with Mark Checkwicz!
🎙️ WiseKracks Podcast | WSOP Updates, NFL Futures, WagerWire Parlays & The Incredible Story of "Cookie Monster" Mark Checkwicz! Bill "Krackman" Krackomberger…
WiseKracksWiseKracks at WSOP talking Vegas Gambling Stories & More!
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…
WiseKracksWiseKracks from the World Series of Poker! | Las Vegas Gambling Stories
🎙️ WiseKracks Podcast LIVE from the World Series of Poker in Las Vegas! 🎲♠️ This week, professional sports bettor Bill "Krackman" Krackomberger and Jon Orlando…
WiseKracksWhat's Happening in Las Vegas, World Series of Poker & a New Sports Betting Law?!
🎙️ On this episode of WiseKracks, pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando kick things off with a heated debate over poker tournament…
WiseKracksPrediction Markets, Draftkings Wrigley Closing & Buying a Futures Parlay?!
Bill “Krackman” Krackomberger and Jon Orlando are back with another episode of WiseKracks breaking down the latest stories from around the gambling world! 🎲🔥…
WiseKracksKrackman's WILD Stories, New TV Show on Gamblers, Dana White's Letter to the President
🎙️ The WiseKracks Podcast is back with another wild episode featuring professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando! With the World…
WiseKracksNevada Casinos Closing, $12.8M Lottery Ticket & Cannabis Delivery to Vegas Casinos?
Welcome back to another episode of the WiseKracks podcast with professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando! The guys kick things…
WiseKracksKentucky Derby Betting Information, Nevada's "Black Book" & a Casino Lawsuit over Tips
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…
WiseKracksVegas Sportsbook News, Betting the NFL Draft & a CRAZY Futures Parlay!
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…
WiseKracksLas Vegas & Gambling News + Aliens Winning the Lottery?!
🎙️ 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…
WiseKracks$10,000 Sports Betting Experiment, The Masters & $300K Stolen From a Vegas Casino?!
🎙️ WiseKracks Podcast | Vegas Stories, Gambling News & The Masters Begins! Professional gambler Bill “Krackman” Krackomberger and Jon Orlando are LIVE from the…
WiseKracksFinal Four Bets, Casino Robberies & Super Bowl in Las Vegas!
🎙️ WiseKracks Podcast – Vegas Stories, Final Four Bets & Casino Chaos! 🎰🏀 Professional sports bettor Bill “Krackman” Krackomberger is back with Jon Orlando for…
WiseKracksMASSIVE March Madness Handle in Vegas, Smoking in Casinos & MLB Bets!
Welcome back to another episode of WiseKracks with professional sports bettor Bill “Krackman” Krackomberger and Jon Orlando, filmed LIVE from Las Vegas! In…
WiseKracksMarch Madness Sweet 16 Bets with Alan Boston & Krackman! | 2026 NCAA Tournament Preview
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…
WiseKracksBetting March Madness with Krackman & Randy McKay!
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…
WiseKracksMarch Madness 1st Round Bets with Alan Boston & Krackman! | 2026 NCAA Tournament Preview
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…
WiseKracksBetting Conference Tournaments & March Madness 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…
WiseKracksSTUNG by Scorpion in Vegas Casino, $180K Baccarat Cheating Plot & March Madness!
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”…
WiseKracksNCAA Tournament Bets, Potential Cinderellas & the Mob in Las Vegas | ALAN BOSTON & KRACKMAN
Legendary sports bettors Bill “Krackman” Krackomberger and Alan Boston sit down for another fascinating hour of stories, betting insight, and classic Vegas…
WiseKracksVegas Slot Machines, Tourist STEALS a Flamingo & Maxx Crosby Trade Odds
🔥 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…
WiseKracksTurning in $20 MILLION, NEW Vegas Sphere Shows & $12.8 MILLION Arizona Lottery Ticket
Welcome back to another episode of the WiseKracks Podcast with pro sports bettor Bill Krackomberger (aka “Krackman”) and Jon Orlando! This episode is PACKED…
WiseKracksCasino Time Capsules, Vegas Bitcoin Takeover & Hard Rock Casino Coming Soon!
🎙️ WISEKRACKS PODCAST – Vegas Stories, Hard Rock Florida, WSOP 2026 & A Bitcoin Takeover?! Pro sports bettor Bill “Krackman” Krackomberger is back with Jon…
WiseKracksBilliards Hall of Famer Rodney Morris with Bill Krackomberger!
🎱 WISEKRACKS PODCAST – POOL LEGEND RODNEY MORRIS + SUPER BOWL RECAP & GAMBLING STORIES 🎲 This week on the WiseKracks Podcast, Pro Sports Bettor Bill “Krackman”…
WiseKracksSuper Bowl LX Picks, Vegas Surging & Benny Binion TV Series!
🔥 WiseKracks is back with another can’t-miss episode! 🔥 Pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando dive into everything happening around…
WiseKracksHow to Bet Super Bowl LX - Seahawks vs. Patriots | RANDY LEE McKAY
In this special bonus episode of the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger and Jon Orlando are joined by legendary advantage…
WiseKracksVegas Pauly C on Las Vegas Casinos, Comps, Price Gouging
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…
WiseKracksAFC & NFC Championship, NEW Las Vegas Casino & Suite from The Hangover?!
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…
WiseKracksNFL Divisional Round Bets, Joey Chestnut in Vegas & National Championship Parlay
🎲🏈 WiseKracks is back with another loaded episode! 🏈🎲 Pro sports bettor Bill “Krackman” Krackomberger joins Jon Orlando to break down everything happening in…
WiseKracksNFL Wild Card Weekend BETS, Casino News & Las Vegas Shows
On this episode of WiseKracks, pro sports bettor Bill “Krackman” Krackomberger is joined by Jon Orlando for a wide-ranging gambling conversation that hits…
WiseKracksFinal Week of the NFL Regular Season, Casinos in Debt & a Lottery Winner?!
On this episode of the WiseKracks Podcast, pro sports bettor Bill “Krackman” Krackomberger is joined by Jon Orlando for another wide-ranging conversation…
WiseKracksNFL Week 16 Picks, Poker Battle & Casinos Use Scents to Make You Gamble?
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…
WiseKracksALAN BOSTON | Handicapping College Basketball, Las Vegas Stories & Slot Machines
🎙️ Bill “Krackman” Krackomberger x Alan Boston — 1 Hour of Pure Sports Betting Gold! 🎙️ In this special, hour-long conversation, two legendary gamblers sit…
WiseKracksGeorge Martorano on Life, The Mob, Prison & Business
This week on WiseKracks, Bill “Krackman” Krackomberger sits down with a truly remarkable guest — George Martorano, the longest-serving first-time non-violent…
WiseKracksNFL Week 12 Picks, Casino Robbed & Broncos Frauds?! | WISE KRACKS
This week on WiseKracks, professional sports bettor Bill “Krackman” Krackomberger checks in from Atlantic City, while Jon Orlando holds things down from the…
WiseKracksStu Ungar Stories, Betting College Basketball & Winning In Gambling | Krackman & Alan Boston
Get ready for another must-watch 47-minute conversation with two legendary gamblers — Bill “Krackman” Krackomberger and the incomparable Alan Boston. If you…
WiseKracksALAN BOSTON | Billy Walters Stories, Winning Betting College Basketball & The Old Vegas
🎙️ Bill “Krackman” Krackomberger x Alan Boston | 47-Minute Deep Dive Into College Hoops Betting & Vegas Stories In this special 47-minute episode, professional…
WiseKracksNFL Week 11 Picks, Gambling News & a $1,000 NFL Future?!
Welcome back to WiseKracks! 🎙️ Straight from the world-famous Westgate SuperBook in Las Vegas, professional sports bettor Bill “Krackman” Krackomberger and…
WiseKracksNFL Week 10 Best Bets, Casino Rip-offs & Lions could cash HUGE parlay
🎙️ Welcome back to WiseKracks — filmed live from the iconic SuperBook at the Westgate Las Vegas! This week, professional sports bettor Bill “Krackman”…