Wise Kracks

Cayce Kerr, Arnold Palmer Caddie, is back as this week's special guest! ✅ A caddie in 1000 tournaments - 30 masters in a row - and 9 World Gold Hall of Fame Pros! 

The 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. The guys also discuss the NFL draft in today’s episode.

The guys are happy to welcome back PGA caddie Cayce Kerr to Wise Kracks! In today’s episode, they discuss the current PGA Masters tournament among other stories from Cayce’s many years in his career.

Jon shares a UFC sports betting pick this week. You’ll especially like this pick if you’ve tuned in to our previous episodes and are familiar with UFC guests we’ve had in the past.

Check out that and much more at WSN!

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David Sharapan, the Sportsbook Consigliere, joins Bill and Jon on Wise Kracks to talk March Madness and MLB opening day!

March Madness is getting down to the wire as we approach the final four. Gonzaga and Baylor, the two top seeds, remain strong. Also, the MLB season starts this week. It’ll be exciting to have some fans back and a full season after last season’s sixty games.

This week’s guest returns to Wise Kracks for the second time. Jon and Bill welcome back Sports Book Consigliere, David Sharapan!

WSN is the go-to destination for sports betting tips, bonuses, promotions, and great strategy guides. Also, don’t forget about the free-to-play March Madness Pick ’em Contest running right now for your chance to win up to $5800! Use WSN.com in your sports betting strategy today.

Check out that and much more at WSN!

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The next round of NCAA’s March Madness is underway and the heat is on. Jon and Bill start current events off by reflecting on several picks from last week’s episode. This week, we enter the “Sweet 16” phase of March Madness. Krack doesn’t normally place this many bets late in a tournament, but this year’s March Madness has great opportunities to capitalize on. Find out which teams are worth your bets during this Sweet 16 round in today’s episode. 

Our guest this week is another poker legend! Wise Kracks is honored to welcome Daniel Negreanu to the show. Tune in to hear what Daniel has to say about his upcoming heads-up match against former Wise Kracks guest, Phil Hellmuth. 

WSN is the place to go for sports betting tips, bonuses, betting guides, and hot promotions. Also, don’t forget about the free-to-play March Madness Pick ’em Contest running right now for your chance to win up to $5800! Be sharp like the Krack man and use WSN.com in your sports betting strategy.

Check out that and much more at WSN!

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Wise Kracks is a weekly sports betting podcast where professional sports bettor Bill Krackomberger sits down with co-host Jon Orlando and a special guest to break down the latest and greatest sports betting strategies and concepts.

This week, we dive deep into betting strategy for March Madness! It was estimated that more than forty-seven million Americans are expected to make a bet on the NCAA tournament and you can imagine that the sportsbooks are bringing the action to meet the demand.

This week’s guest is returning to Wise Kracks for the second time. He spent over 20 years at ESPN and is most famous for his segment called “Stump the Schwab''. Jon and Bill welcome back Howie Schwab.

Bill, Jon, and Howie discuss in detail many teams and predictions for March Madness. This includes Howie’s final four pick as well as sleeper teams to watch out for. We usually provide a pick with each episode of Wise Kracks, but we give you several in this week’s guest segment! 

WSN is also currently running a free-to-play March Madness Pick ’em Contest for your chance to win up to $5800! Be sharp like the Krack man and use WSN.com in your sports betting strategy.

Check out that and much more at WSN!

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Wise Kracks is a weekly sports betting podcast where professional sports bettor Bill Krackomberger sits down with co-host Jon Orlando and a special guest to break down the latest and greatest sports betting strategies and concepts.

This time last year, basketball fans were disappointed when NCAA’s March Madness had to be canceled due to the pandemic. This year, however, basketball fans everywhere rejoice! March Madness 2021 begins this week and the guys have plenty to say about it.

Today, our guest is a World Series Champion. He was drafted by the Boston Red Sox, played with the Oakland Athletics, Los Angeles Dodgers, and, most recently, the Houston Astros where he won it all. This week’s guest is Josh Reddick.

If you’re considering betting on March Madness, this episode of Wise Kracks is a must-watch. Also, don’t forget to take advantage of the March Madness Special Predictions & Odds on WSN.com. Finally, don’t miss out on WSN’s free-to-play March Madness Pick 'em Contest. The first contest starts on Monday, March 15th, so sign up today for your chance to win up to $5800!

Check out that and much more at WSN!

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It’s Wise Kracks time! Bill Krackomberger and Jon Orlando lay it all on the line this week with valuable sports betting tips and commentary.

Bill and Jon make a trip to one of Arizona's casinos and share all their betting tips, winnings, even where to find the best steak, and much more!

In the world of sports, all eyes are looking ahead to March Madness. Bill and Jon discuss the college basketball conference tournaments currently underway. Betting on conference tournaments can be tough, so don’t miss Bill’s recommendation for your betting strategy.

Jon has collected a plethora of Twitter questions this week from the listeners. The guys answer questions related to sportsbook bans, Krack’s favorite post-season bet, injuries affecting bets, and more.

Don’t forget to utilize the fantastic resources available at WSN.com. With free access to strategy guides, sports betting tips, promotions, and bonuses, WSN is a no-brainer for the sharp bettor!

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Wise Kracks is a weekly sports betting podcast where professional sports bettor Bill Krackomberger sits down with co-host Jon Orlando and a special guest to break down the latest and greatest sports betting strategies and concepts.

This week’s guest is one of the most well-known and successful professional poker players in the world. He has won a record fifteen World Series of Poker bracelets and is affectionately referred to as the Poker Brat. This week’s guest is the legendary Phil Hellmuth.

February is always an interesting transition time in the world of sports. The NBA is approaching the midpoint of the season from a game count, but with this year’s late start, it feels like the league is just starting to take shape, identifying the have and have-nots.

We’re also on the cusp of the action with many other sports. College basketball games fill the board, but in truth, everyone is really just biding their time until March. The PGA tour has officially begun but everyone knows the season really starts in April at Augusta. And finally, baseball season starts in about a month. Jon and Bill share some key insights for sports bettors during this time.

We hope you enjoy this week’s episode of Wise Kracks and find something that improves your sports betting knowledge.

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Wise Kracks is a weekly sports betting podcast where professional sports bettor Bill Krackomberger sits down with co-host Jon Orlando and a special guest to break down the latest and greatest sports betting strategies and concepts.
Bill Krackomberger and Jon Orlando have plenty of great topics to discuss this week, including Krack’s top 5 tips for bankroll management.

The guys talk about a big UFC event last weekend. Usman beat Burns, much to the chagrin of Bill’s bankroll. Also, among the event winners is Julian Marquez, our guest from episode 18! It was a great event all around.

This week’s guest is a great friend of Bill and Jon’s. In fact, this is the man who introduced Bill and Jon to each other! The guys sit down with Jake Ellenberger, a recently retired MMA and UFC Fighter with thirty-one professional wins. Jake loves to be in the sportsbook so he will fit right in with Krack and Jon.

Baseball spring training is underway! Jon’s pick this week is a baseball futures bet. Tune in to hear what he has to say and what Krack thinks.

WSN is the best destination for sports betting tips, promos, bonuses, and great strategy guides.

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Professional sports bettor, Bill Krackomberger, and co-host, Jon Orlando, are back for another episode of Wise Kracks, the podcast full of great sports betting tips and strategy. This week’s episode is an extended conversation between Bill and Jon about last week’s Super Bowl LV.

Who knew the game would go the way it did? The Kansas City Chiefs may not have scored, but the sportsbooks sure did. Bill and Jon discuss sports betting stats from last weekend’s Super Bowl game and analyze just how big sports betting is right now in 2021.

Now that the NFL season is over, Wise Kracks will be covering a variety of other sports. The team at Wise Kracks is currently lining up some great guests for episodes in the near future.

Jon Orlando gives the audience his pick for UFC 258 this weekend. Jon is putting his money on Julian Marquez in the first fight of the main event. Julian was our Wise Kracks guest in Episode 18, so the guys wish him well on his fight this weekend.

WSN is a go-to resource for Bill Krackomberger. Check out WSN.com for the best sports betting tips, promos, bonuses, and strategy guides.
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Wise Kracks is a weekly sports betting podcast where professional sports bettor Bill Krackomberger sits down with co-host Jon Orlando and a special guest to break down the latest and greatest sports betting strategies and concepts.

Welcome to Wise Kracks Super Bowl Edition! With the current pandemic and fewer people traveling, some experts think this year’s Super Bowl will be the most-watched sports game in history. Just imagine the prop bet opportunities.

Did you know that the Super Bowl popularized the prop bet? More specifically, the Westgate Superbook in Las Vegas is where the popularity of the prop bet exploded in the United States, so it seems fitting that our guest today is none other than Jay Kornegay, the Vice President of the Westgate Superbook. Jay has nearly thirty years of experience in the race and sportsbook industry.  He oversees one of the biggest sportsbooks in the world and is just an all-around great guy. Wise Kracks welcomes Jay back to the show.

It wouldn’t be a full episode of Wise Kracks without the pick of the week and, since it’s Super Bowl week, we’re giving out two picks!

We hope you enjoy this week’s special Super Bowl LV episode. WSN is the best destination for sports betting tips, promos, bonuses, and great strategy guides. You can also participate in the Free to Play NFL Pick ‘em Contest running each week, with a shot at a $500 Amazon gift card every time you play. Be sharp like Bill Krackomberger and use WSN.com to your advantage.
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