WiseKracks

WiseKracks
Podcast 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.
Podcast Insights
Content Themes
Explores various themes including the risks of gambling expansion, the college gambling epidemic, casino loyalty policies, and sports betting strategies tailored by Krackman's deep understanding of market dynamics. Recent episodes have discussed the implications of FanDuel's policy changes, examined NFL futures, and debated the high prices of food in Vegas.

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.
Terry Watanabe joins Bill “Krackman” Krackomberger and Jon Orlando in this week’s episode of WiseKracks for his first interview. Watanabe took over his family’s company, Oriental Trading, and after he retired lost around $350 million gambling in Las Vegas casinos in just a few years.
Later on in the show, Randy Lee McKay joins to share some week 7 NFL picks and Krackman talks about a wild futures parlay that just need the Los Angeles Dodgers to win the 2025 World Series.
Time Stamps
0:00 – 0:41 Intro
0:42 – 6:20 Early Life
6:21 – 9:06 Business
9:07 – 31:13 Gambling
31:14 – 37:00 NFL Week 7
37:01 – 38:15 Parlay
38:16 – 1:03:18 More Stories

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