He lost $350 MILLION Gambling! Terry Watanabe's FIRST Interview episode artwork

EPISODE · Oct 16, 2025 · 1H 3M

He lost $350 MILLION Gambling! Terry Watanabe's FIRST Interview

from WiseKracks · host WagerTalk Media

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 Stamps0:00 - 0:41 Intro0:42 - 6:20 Early Life6:21 - 9:06 Business9:07 - 31:13 Gambling31:14 - 37:00 NFL Week 737:01 - 38:15 Parlay38:16 - 1:03:18 More Stories

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He lost $350 MILLION Gambling! Terry Watanabe's FIRST Interview

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