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WiseKracks

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Rating
★★★★★
5
from
2 reviews
This podcast has
27 episodes
Language
English
Explicit
No
Date created
2025/06/27
Latest episode
2026/02/02
Average duration
49 min.
Release period
7 days

Description

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.

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Check latest episodes from WiseKracks podcast


How to Bet Super Bowl LX - Seahawks vs. Patriots | RANDY LEE McKAY
2026/02/02
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.
Vegas Pauly C on Las Vegas Casinos, Comps, Price Gouging
2026/02/02
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.
AFC & NFC Championship, NEW Las Vegas Casino & Suite from The Hangover?!
2026/01/22
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.
NFL Divisional Round Bets, Joey Chestnut in Vegas & National Championship Parlay
2026/01/15
🎲🏈 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.
NFL Wild Card Weekend BETS, Casino News & Las Vegas Shows
2026/01/08
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.
Final Week of the NFL Regular Season, Casinos in Debt & a Lottery Winner?!
2026/01/01
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.
NFL Week 16 Picks, Poker Battle & Casinos Use Scents to Make You Gamble?
2025/12/18
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.
ALAN BOSTON | Handicapping College Basketball, Las Vegas Stories & Slot Machines
2025/12/08
🎙️ 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.
George Martorano on Life, The Mob, Prison & Business
2025/12/04
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
NFL Week 12 Picks, Casino Robbed & Broncos Frauds?! | WISE KRACKS
2025/11/24
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!
Stu Ungar Stories, Betting College Basketball & Winning In Gambling | Krackman & Alan Boston
2025/11/24
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.
ALAN BOSTON | Billy Walters Stories, Winning Betting College Basketball & The Old Vegas
2025/11/14
🎙️ 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.
NFL Week 11 Picks, Gambling News & a $1,000 NFL Future?!
2025/11/14
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
NFL Week 10 Best Bets, Casino Rip-offs & Lions could cash HUGE parlay
2025/11/07
🎙️ 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
NFL Week 9, NBA Gambling Scandal & Slots in Chicago Airports?
2025/10/30
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!

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5 out of 5
2 reviews
★★★★★
Lumbie 22 2025/06/28
3 Bears
Love you guys! Possibly my favorite people to listen to every week. This week, however, you were the 3 Bears: Randy’s volume was very quiet, John’s wa...
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