It’s a week of new beginnings at Wise Kracks sports betting podcast. You may notice things look a little different on the show – Jon and I are officially doing the podcast in the studio together!...
Sports Betting Podcast: Sicilian Pizza in Vegas & WNBA Picks
Your favorite wise guys are back! Join Jon Orlando and me for another great episode of Wise Kracks, the weekly sports betting podcast with tips, betting strategy, and sports commentary. I have been...
Sports Betting Podcast: Poker Player Mike Matusow
Welcome to Wise Kracks, my weekly sports betting podcast with co-host Jon Orlando. This show is all about sports betting strategy, tips, and commentary. I share my tips I’ve learned over my many...
Sports Betting Podcast: Boxing Legend Michael Moorer
Time to get Krackin’! Jon Orlando and I return for another episode of Wise Kracks sports betting podcast. Tune in for great sports betting advice, news, and strategy. We also have a special guest on...
Sports Betting Podcast: Special Guest Kendra Lust
Welcome to another great episode of Wise Kracks, the sports betting podcast hosted by me and Jon Orlando. If you want to improve your betting strategy, have your questions answered, or even just...
Sports Betting Podcast: MLB All-Star Royce Clayton
We’re excited to release another episode of our sports betting podcast, Wise Kracks! This podcast is all about sports betting tips and strategy! Jon Orlando and I talk about sports news, share...
Sports Betting Podcast: Jake Paul Fight Recap and NFL Draft
Welcome to Wise Kracks, the weekly video sports betting podcast! Tune in as Jon Orlando and I share betting advice, dissect strategy, and comment on sports current events from a sharp bettor’s...
Sports Betting Podcast: Boxer BJ Flores on Training Jake Paul
Another episode of Wise Kracks sports betting podcast is fresh off the press! Join Jon Orlando and me for another awesome show full of great sports betting tips and strategy. The PGA Masters took...
Sports Betting Podcast: Legendary Caddie Cayce Kerr
Welcome back to our sports betting podcast Wise Kracks! Jon Orlando and I are here for another episode of sports betting strategy, conversation, and fun. Join us as we discuss current events in the...
Sports Betting Podcast: The Sportsbook Consigliere David Sharapan
Welcome back for another episode of my sports betting podcast Wise Kracks! This week’s episode keeps up the March Madness commentary as we near the end of the tournament. Co-host Jon Orlando and I...
Sports Betting Podcast: Guest Daniel Negreanu and March Madness Picks
This week has been a great one for Wise Kracks sports betting podcast! Join Jon Orlando and me as we talk about sports betting, strategy and current events. This episode has been one of our most...
Sports Betting Podcast: March Madness Predictions
Episode 35 of Wise Kracks sports betting podcast is fresh off the press! Welcome back for another week of sports betting tips, strategy, and discussion. Jon Orlando and I are laser focused this...
Latest Lines
Featured Articles
WEEKLY RECAPS
Staying Thankful: Sports Betting Picks Weekly Recap and Look Ahead 11.26.25
The life of a professional sports bettor is not an easy one. The calendar is on a constant loop - month to month, sport to sport. As soon as a champion is crowned in one league, another is set to...
November Madness: Sports Betting Picks Weekly Recap and Look Ahead 11.11.25
November Madness is here and each day sports bettors have a full board of different sports that...
Caught in the Act: Sports Betting Picks Weekly Recap and Look Ahead 10.24.25
On Thursday Oct 23rd, the FBI made some big announcements in the world of sports betting and...
Get Back Up: Sports Betting Picks Weekly Recap and Look Ahead 10.8.25
When it comes to sports betting and sports in general, you will have many losses and many times...
Free Betting Guide
Free Betting Guide
Subscribe to emails and get Bill’s 9 Tips for Betting on NFL delivered to your inbox