Wise Kracks Podcast with Bill Krackomberger

Each week, professional sports bettor Bill Krackomberger sits down with co-host Rosalie Michaels and a special guest to break down the latest and greatest sports betting strategies and concepts. From his humble days at the race tracks of New Jersey to his high roller status in Las Vegas, NV, Krackman has three decades worth of experience that he is now sharing exclusively with WSN listeners.

Whether you want to bet on the NBA, College Football, Major League Baseball, or NASCAR, Krackman’s connections and insights into the sports gambling industry will give you the tools for success. If you’re looking to find out where you can bet on the NFL we’ve also got you covered. Be sure to check the latest sportsbook bonuses and promo codes (if you’re in New Jersey, check out our NJ sports betting bonus guide) before putting Bill’s tips into practice! You can also check out WSN’s weekly NFL picks against the spread here.

You can find more of Bill’s exclusive picks over at KrackWins.

Wise Kracks Podcast

Listen to the WSN Wise Kracks Podcast on These Platforms

Wise Kracks is an original production of WSN and is listed on IMDB.

Wise Kracks Videos

Kendra Lust Naked Truth and Boxing Tips (Wise Kracks Ep. 42)
Kendra Lust Naked Truth and Boxing Tips (Wise Kracks Ep. 42)
Special guest UFC podcast star and adult film legend Kendra Lust, talks about her perspective on upcoming matches and the guys talk about the draft! …
6 May | 10:17 | Bill Krackomberger
Tony Orlando Predicted Royce Clayton Will Make it Into the Big Leagues (Wise Kracks Ep. 41)
Tony Orlando Predicted Royce Clayton Will Make it Into the Big Leagues (Wise Kracks Ep. 41)
Special guest MLB All-Star Royce Clayton talks baseball and much more on Wise Kracks! Tune in for a great show from Bill Krackomberger and Jon Orlando! …
29 April | 08:03 | Bill Krackomberger
Wise Kracks Ep. 40 Jake Paul Made Bill Money and NFL Draft
Wise Kracks Ep. 40 Jake Paul Made Bill Money and NFL Draft
Bill met with Jake Paul's trainer before the big fight last week and they called the outcome! If you'd have followed their advice you'd have won! …
22 April | 09:03 | Bill Krackomberger
Wise Kracks Ep. 39 BJ Flores on Why Jake Paul Could Take McGregor
Wise Kracks Ep. 39 BJ Flores on Why Jake Paul Could Take McGregor
Jake Paul's trainer BJ Flores tells all about Jake's training and performance. Tune in for his interview with Bill Krackomberger and Jon Orlando only on Wise Kracks! …
15 April | 07:29 | Bill Krackomberger
Wise Kracks Ep. 38 PGA Picks and Cayce Kerr Arnold Palmer Caddie
Wise Kracks Ep. 38 PGA Picks and Cayce Kerr Arnold Palmer Caddie
Baseball season is underway and you can be sure to expect a Dodgers update from Jon. Bill also shares great betting advice for the MLB season this episode.
8 April | 10:11 | Bill Krackomberger
Wise Kracks Ep. 37 David Sharapan, the Sportsbook Consigliere
Wise Kracks Ep. 37 David Sharapan, the Sportsbook Consigliere
David Sharapan, the Sportsbook Consigliere, joins Wise Kracks to talk March Madness and MLB opening day. Tune in, here! …
1 April | 11:41 | Bill Krackomberger
Wise Kracks Ep. 36 Poker Champion Daniel Negreanu and March Madness Picks
Wise Kracks Ep. 36 Poker Champion Daniel Negreanu and March Madness Picks
Daniel Negreanu, WSOP Champion, joins Bill Krackomberger and Jon Orlando to talk shop. Also, the guys discuss the upcoming Sweet 16 and share some picks.
25 March | 10:34 | Bill Krackomberger
Wise Kracks Ep. 35 March Madness Predictions, Howie Schwab Reveals His Final Four
Wise Kracks Ep. 35 March Madness Predictions, Howie Schwab Reveals His Final Four
This week on Wise Kracks Bill, Jon, and special guest Howie Schwab unwrap March Madness betting. Tune in for sports betting tips and picks from betting experts! …
18 March | 10:18 | Bill Krackomberger
Wise Kracks Ep. 34 MLB Free Agent Josh Reddick Reveals His 2021 Prospects
Wise Kracks Ep. 34 MLB Free Agent Josh Reddick Reveals His 2021 Prospects
Josh Reddick joins this week to discuss his prospects and the changing game of baseball! That and much more about March Madness this week on Wise Kracks! …
11 March | 07:25 | Bill Krackomberger
Wise Kracks Ep. 33 Bill and Jon Wager $150K on Poker in Arizona and Share Their Best Tips
Wise Kracks Ep. 33 Bill and Jon Wager $150K on Poker in Arizona and Share Their Best Tips
Wise Kracks hosts Bill and Jon go to a casino in Arizona and share some of their best tips for betting on poker. They also cover March Madness and UFC bets! …
4 March | 09:19 | Bill Krackomberger
Wise Kracks Ep. 32 How Phil Hellmuth Became the “Poker Brat”
Wise Kracks Ep. 32 How Phil Hellmuth Became the "Poker Brat"
Wise Kracks guest, Phil Hellmuth, shares his poker success story and why he accepted the "poker brat" label even though he is one of the nicest guys in poker.
25 February | 10:02 | Bill Krackomberger
Wise Kracks Ep. 31 (w/UFC Fighter Jake Ellenberger)
Wise Kracks Ep. 31 (w/UFC Fighter Jake Ellenberger)
Tune in for Wise Kracks sports betting tips from expert bettor Bill Krackomberger and Jon Orlando, as they welcome UFC fighter, Jake Ellenberger.
18 February | 10:22 | Bill Krackomberger
Wise Kracks Ep. 30 Sportsbooks Cashed In Big for the Super Bowl, Did Bill??
Wise Kracks Ep. 30 Sportsbooks Cashed In Big for the Super Bowl, Did Bill??
The Chiefs may not have scored, but the sportsbooks sure did! Bill and Jon discuss Super Bowl betting stats and give you this week's betting tips.
11 February | 11:41 | Bill Krackomberger
Wise Kracks Ep. 29 Super Bowl LV Special (w/Jay Kornegay)
Wise Kracks Ep. 29 Super Bowl LV Special (w/Jay Kornegay)
Wise Kracks hosts Bill Krackomberger and Jon Orlando talk Super Bowl LV prop bets and betting tips with Westgate manager Jay Kornegay.
4 February | 06:45 | Bill Krackomberger
Wise Kracks Ep. 28 (w/Pro Football Hall of Famer & Super Bowl MVP Marcus Allen)
Wise Kracks Ep. 28 (w/Pro Football Hall of Famer & Super Bowl MVP Marcus Allen)
Expert sports bettor Bill Krackomberger and co-host Jon Orlando welcome Marcus Allen on Wise Kracks. Tune in for sports betting tips and picks.
28 January | 06:24 | Bill Krackomberger
Wise Kracks Ep. 27 (NFL Playoffs Betting Strategy & Picks)
Wise Kracks Ep. 27 (NFL Playoffs Betting Strategy & Picks)
Bill Krackomberger and Jon Orlando lay it all on the table and share betting strategies, predictions, and picks for the NFL Conference Championships.
21 January | 06:23 | Bill Krackomberger
Wise Kracks Ep. 26 (w/NFL Quarterback Rodney Peete)
Wise Kracks Ep. 26 (w/NFL Quarterback Rodney Peete)
Follow Bill Krackomberger and Jon Orlando as they welcome Rodney Peete to talk playoffs and best QBs in the NFL, on this episode of Wise Kracks.
14 January | 06:20 | Bill Krackomberger
Wise Kracks Ep. 25 (w/Chicago Bears ’85 Super Bowl Champion Willie Gault)
Wise Kracks Ep. 25 (w/Chicago Bears '85 Super Bowl Champion Willie Gault)
Bill Krackomberger and Jon Orlando bring you the best sports betting tips and special guest, Super Bowl champion, Willie Gault.
7 January | 10:11 | Bill Krackomberger
Wise Kracks Ep. 24 (w/WFAN in NYC Sports Talk Host JJ Jastremski)
Wise Kracks Ep. 24 (w/WFAN in NYC Sports Talk Host JJ Jastremski)
On this episode of Wise Kracks, Bill Krackomberger and Jon Orlando sit down with WFAN's in NYC sports talk host JJ Jastremski to bring you the best betting tips.
31 December | 05:49 | Bill Krackomberger
Wise Kracks Ep. 23 (w/Sports Radio Royalty JT the Brick)
Wise Kracks Ep. 23 (w/Sports Radio Royalty JT the Brick)
Bill Krackomberger and Jon Orlando sit down with sports radio celebrity JT the Brick. Don't miss their interview and a great episode of Wise Kracks! …
24 December | 06:19 | Bill Krackomberger
Wise Kracks Ep. 22 (w/Vegas Oddsmaker David Sharapan)
Wise Kracks Ep. 22 (w/Vegas Oddsmaker David Sharapan)
Bill Krackomberger and Jon Orlando talk to Vegas oddsmaker David Sharapan. Listen to the full interview for insider tips into the sports betting world.
17 December | 08:57 | Bill Krackomberger
Wise Kracks Ep. 21 (w/Bleacher Report and NBA on TNT Host Adam Lefkoe)
Wise Kracks Ep. 21 (w/Bleacher Report and NBA on TNT Host Adam Lefkoe)
Bill Krackomberger & Jon Orlando have a very exciting guest in this episode of Wise Kracks. Watch them talk sports betting with Adam Lefkoe.
10 December | 10:36 | Bill Krackomberger
Wise Kracks Ep. 20 (w/Las Vegas Legend Jimmy Vaccaro)
Wise Kracks Ep. 20 (w/Las Vegas Legend Jimmy Vaccaro)
Bill Krackomberger & Jon Orlando welcome Las Vegas legend and sportsbook manager, Jimmy Vaccaro. Watch the show for the best sports betting tips.
3 December | 06:54 | Bill Krackomberger
Wise Kracks Ep. 19 (w/Sportsbook Manager Jerry Shoebox)
Wise Kracks Ep. 19 (w/Sportsbook Manager Jerry Shoebox)
Bill and Jon welcome sports betting expert and sportsbook manager, Jerry Shoebox. Don't miss their great interview, this week on Wise Kracks.
26 November | 08:14 | Bill Krackomberger
Wise Kracks Ep. 18 (w/ UFC Middleweight Julian Marquez)
Wise Kracks Ep. 18 (w/ UFC Middleweight Julian Marquez)
Bill and Jon welcome UFC fighter and podcaster, Julian Marquez to discuss sports betting tips on another great episode of Wise Kracks.
19 November | 05:27 | Bill Krackomberger
Wise Kracks Ep. 17 (w/ Famous Golf Caddie Cayce Kerr)
Wise Kracks Ep. 17 (w/ Famous Golf Caddie Cayce Kerr)
This week on Wise Kracks Bill and Jon welcome famous PGA caddie Cayce Kerr to talk betting on The Masters. Watch the episode for the best betting tips.
12 November | 07:16 | Bill Krackomberger
Wise Kracks Ep. 16 (w/ Nick Kostos & Maurice Greene)
Wise Kracks Ep. 16 (w/ Nick Kostos & Maurice Greene)
Bill Krackomberger and Jon Orlando are joined by 2 special guests this week, sports anchor Nick Kostos and World Champion Maurice Greene.
5 November | 05:43 | Bill Krackomberger
Wise Kracks Ep. 15 (w/ Former Chargers Team Doctor David J. Chao)
Wise Kracks Ep. 15 (w/ Former Chargers Team Doctor David J. Chao)
Bill Krackomberger and Jon Orlando are joined by special guest David J. Chao (former LA Chargers doctor) for another episode of Wise Kracks. Don't miss it! …
29 October | 10:42 | Bill Krackomberger
Wise Kracks Ep. 14 (w/ MLB Coco Crisp)
Wise Kracks Ep. 14 (w/ MLB Coco Crisp)
Bill and Jon talk the Dodgers and their impressive run to the World Series, look back at what went down in NFL week 6, and discuss betting strategy.
22 October | 06:16 | Bill Krackomberger
Wise Kracks Ep. 13 (w/ NFL Hall of Famer Warren Moon)
Wise Kracks Ep. 13 (w/ NFL Hall of Famer Warren Moon)
Legendary advantage gambler, Bill Krackomberger returns, with co-host Jon Orlando, for more pro tips from one of the world’s best sports gamblers.
15 October | 08:18 | Bill Krackomberger

Other WSN Video Podcasts

Check out some of WSN’s other video podcasts below.

The Prop Drop

Each week, the Force (Adam Forsyth) and Sully (Ryan Sullivan), AKA the Green Men, and Alece Lind Anderson, break down their top picks, best bets, and biggest edges.

Follow along for free betting tips, weekly highlights, recent stats, and trends as the Green Men and Alece dive into the week’s most important storylines.

The Prop Drop Videos

(WSN Prop Drop Ep.13) Patriots to Miss the Playoffs?? NFL Talk & Trump Props + Guest Brian Sheridan
(WSN Prop Drop Ep.13) Patriots to Miss the Playoffs?? NFL Talk & Trump Props + Guest Brian Sheridan
We give you the latest NFL talk and best prop bets around which NFL team will make the playoffs, NFL rookie prop bets, and even some Donald Trump action! …
30 April | 05:31 | The Green Men
WSN Prop Drop (Ep. 12) NFL Draft WINNERS & LOSERS + “The Last Dance” Emmy w/ NFL Writer Frank Schwab
WSN Prop Drop (Ep. 12) NFL Draft WINNERS & LOSERS + "The Last Dance" Emmy w/ NFL Writer Frank Schwab
We breakdown the NFL Draft results, odds that have been released after the draft, plus we give you the best prop bets for NHL, Golf, and even Emmy nominations.
25 April | 15:15 | The Green Men
WSN Prop Drop (Ep. 11) 2020 NFL Mock Draft – Odds, Picks & Prospects w/ Former CHARGERS Davis Sanchez
WSN Prop Drop (Ep. 11) 2020 NFL Mock Draft - Odds, Picks & Prospects w/ Former CHARGERS Davis Sanchez
We breakdown our NFL Mock Draft and give you the best picks, odds, and top prospects for each team. We are joined by former Chargers player Davis Sanchez.
16 April | 06:00 | The Green Men
WSN Prop Drop (Ep. 10) – Best Prop Bets w/ SPECIAL GUEST Jay DeMerit – NFL Draft, Tiger King Movie
WSN Prop Drop (Ep. 10) - Best Prop Bets w/ SPECIAL GUEST Jay DeMerit - NFL Draft, Tiger King Movie
This week we give you the best prop bets around the NFL Draft, Premier League, NBA, MLB, the Tiger King Movie, and much more. Tune in! …
9 April | 11:05 | The Green Men
WSN Prop Drop (Ep. 9) – Patriots QB, Joe Burrow, AL and NL MVP + Special Guest
WSN Prop Drop (Ep. 9) - Patriots QB, Joe Burrow, AL and NL MVP + Special Guest
This week we give you the best prop bets on who will replace Brady, the NFL Draft, as well as on the MLB, NHL, and Tennis. Tune in! …
2 April | 07:37 | The Green Men
WSN Prop Drop (Ep. 8) – NFL Draft, MLB Season & More Prop Bets $$$
WSN Prop Drop (Ep. 8) - NFL Draft, MLB Season & More Prop Bets $$$
This week we give you the best prop bets on NFL Free Agency and the NFL Draft, as well as on the MLB, NBA, and NHL season. Tune in! …
26 March | 07:47 | The Green Men
WSN Prop Drop (Ep. 7) – NFL Trades, UFC 249, Trojan Condoms Stock
WSN Prop Drop (Ep. 7) - NFL Trades, UFC 249, Trojan Condoms Stock
Who will replace Brady, UFC 249, NFL trades, which league will come back first, stocks, and much more is discussed in this week's episode of the Prop Drop.
19 March | 08:42 | The Green Men
WSN Prop Drop (Ep. 6) NBA Postponed & March Madness Props – SPECIAL GUEST Dan La Greca ESPN
WSN Prop Drop (Ep. 6) NBA Postponed & March Madness Props - SPECIAL GUEST Dan La Greca ESPN
ESPN New York Radio host Don La Greca joins the WSN Prop Drop team to share the best prop bets around March Madness, NHL, XFL, and more. Check it out! …
12 March | 08:59 | The Green Men
WSN Prop Drop (Ep. 5) – Best Prop Bets & March Madness [Special Guest – Pro Oddsmaker]
WSN Prop Drop (Ep. 5) - Best Prop Bets & March Madness [Special Guest - Pro Oddsmaker]
Oddsmaker Brian Sheridan joins the WSN Prop Drop team to share the best prop bets around March Madness, PGA, NHL, NBA, NFL Draft. Check it out! …
5 March | 08:50 | The Green Men
WSN Prop Drop (Ep. 4) – Best Prop Bets & Highlights ATP, NBA, ATP, XFL
WSN Prop Drop (Ep. 4) - Best Prop Bets & Highlights ATP, NBA, ATP, XFL
Welcome to the Prop Drop, a sports betting podcast from WSN.com that focuses 100% on prop bets from all major sports.
27 February | 07:56 | The Green Men
WSN Prop Drop (Ep. 3) – Best Prop Bets & Highlights XFL, NFL, NBA, PGA, ATP
WSN Prop Drop (Ep. 3) - Best Prop Bets & Highlights XFL, NFL, NBA, PGA, ATP
Welcome to the Prop Drop, a brand new sports betting podcast from WSN.com that focuses 100% on prop bets from all major sports.
20 February | 06:02 | The Green Men
WSN Prop Drop (Ep. 2) – XFL, Chargers Quarterback, Vezina Trophy, NFL MVP Prop Bets
WSN Prop Drop (Ep. 2) - XFL, Chargers Quarterback, Vezina Trophy, NFL MVP Prop Bets
Welcome to the Prop Drop, a brand new sports betting podcast from WSN.com that focuses 100% on prop bets from all major sports.
13 February | 04:42 | The Green Men
WSN Prop Drop (Ep. 1) – Lakers vs Rockets, Oscars, 2021 Super Bowl Futures
WSN Prop Drop (Ep. 1) - Lakers vs Rockets, Oscars, 2021 Super Bowl Futures
Welcome to the Prop Drop, a brand new sports betting podcast from WSN.com that focuses 100% on prop bets from all major sports.
5 February | 06:38 | The Green Men

NFL Video Podcast

NFL Super Bowl LIV Picks & Best Bets (w/The Green Men)
NFL Super Bowl LIV Picks & Best Bets (w/The Green Men)
The biggest game of the year is less than a week away and we’re back with in-depth analysis and 2020 Super Bowl free picks.
30 January | 12:12 | The Green Men
Super Bowl 2020 Best Prop Picks & Best Bets (w/ The Green Men)
Super Bowl 2020 Best Prop Picks & Best Bets (w/ The Green Men)
This week Ryan and Adam are digging into the MASSIVE menu of prop bets available for the season finale between the Kansas City Chiefs and the San Francisco 49ers.
21 January | 07:41 | The Green Men
NFL Conference Championship Picks & Best Bets (w/The Green Men)
NFL Conference Championship Picks & Best Bets (w/The Green Men)
The NFL playoffs are reaching a crescendo and WSN’s weekly free picks podcast is back to break down everything you need to know to bet on the NFL Conference Championshi …
15 January | 04:20 | The Green Men
NFL Playoffs 2020 Divisional Round Picks & Best Bets (w/The Green Men)
NFL Playoffs 2020 Divisional Round Picks & Best Bets (w/The Green Men)
Point spreads, moneylines, totals and props are all up for grabs. There are some big betting opportunities on the table and if you plan to bet on the NFL Divisional Round …
7 January | 07:49 | The Green Men
NFL Playoffs 2020 – Wild Card Picks & Best Bets (w/The Green Men)
NFL Playoffs 2020 - Wild Card Picks & Best Bets (w/The Green Men)
Wild-Card Weekend is here and WSN.com’s weekly NFL Picks & Best Bets podcast is back to break down all the games and betting opportunities this week.
1 January | 07:30 | The Green Men
NFL Picks Episode 11 (w/The Green Men)
NFL Picks Episode 11 (w/The Green Men)
Stats, picks, odds and the best NFL Week 11 betting opportunities available anywhere. Get it all for free on the latest episode of WSN’s Weekly NFL Picks and Best Bets.
13 November | 04:59 | The Green Men
NFL Picks Episode 10 (w/ The Green Men)
NFL Picks Episode 10 (w/ The Green Men)
This week on the NFL video podcast, hosts Adam Forsyth & Ryan Sullivan break down their best bets and biggest picks for every game of Week 10.
6 November | 06:06 | The Green Men
NFL Picks Episode 9 (w/ The Green Men)
NFL Picks Episode 9 (w/ The Green Men)
This week on the NFL video podcast, hosts Adam Forsyth and Ryan Sullivan break down their best bets and biggest picks for every single game on the NFL’s Week 9 schedule …
30 October | 04:54 | The Green Men

Listen to the WSN Prop Drop Podcast on These Platforms