The J-Dub Gambling Challenge 2026: The “Jack in the Box” Edition

Having spent large parts of my youth on the West Coast, I came to love the fast-food chain Jack in the Box. Like everything, it may have changed over the years; I wouldn’t know now that I hang my hat in the Midwest. But then, there I loved the most about was it’s sheer flexibility. Want breakfast, but it’s 4 in the afternoon? No problem. Can’t decide if you want burgers or tacos? Doesn’t matter; the Jack has you covered.

The thing I could never figure out was the name. The food joint was all about choices; I never had to gamble whether I could get there before the breakfast menu became burger-palooza. But it’s namesake children’s toy is the exact opposite. You cranked the handle until you turned it one too many times…and it popped.

That’s actually much more like a gambler on a heater, which is exactly where I find myself. The J-Dub Gambling Challenge bankroll is one a three-week winning streak; I picked up $868 last week to being the season total to $7,140, up from the original $5K. But the problem is when does the heater end; when does the jack in the box pop?

There’s only one way to find out…because we all know I’ll never stop cranking the handle.

The Dubsism Legal Department…complete with extra cheese.

LEGAL DISCLAIMER (mandated by our very own Small Town Pizza Lawyer):

Thanks to the Supreme Court, gambling is no longer illegal at Bushwood, sir. However, the Supreme Court can’t really help me unless one of them is willing to keep Mrs. J-Dub from braining me with a cast-iron skillet if she found out how many dimes I’m dropping on college football.

That means that as far as she knows, all wagers are mythical in nature and this is in no way, shape, or form a gambling advice column. In other words, if you lose your own “real” money, that’s nobody’s fault but yours, so don’t yell at me when we meet at the plasma center on Monday.

If you think you have a gambling problem, go find the 800 number on your own. I’m not a goddamn public service announcement.

The Standard Plays

  • Florida Atlantic at Army (-2.25) O/U 55 $50 Army, $50 Under
  • Mississippi State at Louisiana State (-14.5) O/U 57.5 $50 Louisiana State, $50 Under
  • Florida at Texas (-12) O/U 51.5 $75 Florida
  • Kansas at Kansas State (-4.5) O/U 55.5 $150 Kansas State
  • Virginia at Southern Methodist (-9) O/U 51.5 $100 SMU
  • Ohio State (-3.5) at Indiana O/U 52.5 $100 Under
  • Northwestern (-6.5) at Michigan State O/U 48.5 $150 Northwestern
  • Auburn at Georgia (-20.5) O/U 48.5 $100 Georgia, $100 Over
  • Missouri at Mississippi (-6) O/U 59 $50 Missouri, $50 Under
  • Alabama (-7.5) at Tennessee O/U 51.5 $75 Under
  • Arizona State at Texas Tech (-14.5) O/U 48.5 $150 Over
  • North Carolina at Duke (-3.5) O/U 47.5 $100 North Carolina
  • Georgia Tech at Virginia Tech (-10) O/U 57 $75 Georgia Tech, $75 Under
  • Penn State at Michigan (-6.5) O/U 42.5 $100 Michigan, $100 Under
  • Washington State at Oregon State (-17.5) O/U 52.5 $100 Oregon State
  • Arkansas at Vanderbilt (-6.5) O/U 50.5 $250 Vanderbilt
  • Texas Christian at Baylor (-6) 47.5 $75 Texas Christian, $75 Over
  • Oklahoma State at Houston (-4.5) O/U 62.5 $150 Oklahoma State
  • Wisconsin at UCLA (-3) O/U 43.5 $75 Wisconsin, $75 Under
  • Nebraska at Oregon (-7.5) O/U 52.5 $150 Oregon

The Native North Dakota Bet:

Thanks to having a parent in the U.S. Air Force, I was born in the Peace Garden State. 18 years later, I ended up in college there…but I went to the hockey school, not the football school. But until my alma mater moves up to FBS, I’m betting on “Moo U.”

Nevada at North Dakota State (-14.5) O/U 42.5 $100 NDSU

The Almost Always Punitive Purdue Bet:

Since I live in the heart of Big Ten country, almost literally in the shadow of Ross-Ade stadium, those around me who know I’m a gambler will invariably ask me about the Boilermakers, so I might as well bet on them…

Washington at Purdue (-3.5) O/U 52 $50 Purdue, $50 Under

The Royally Ridiculous Line of the Week:

Introduced by our own guest columnist King George VI (the grandfather of the current King Charles III), this feature is all about the line of the week that’s so outrageous, it’s almost as crazy as we Americans find the idea of a monarch.

Florida State at Miami (FL) (21.5) O/U 56.5 $50 Miami (FL), $50 Over

The Dubsism College Football Heavyweight Champ Bet:

We went back to the very first college football game in 1869, and the premise is simple…you’re the champ until somebody beats you. The current champion is the Notre Dame Fighting Irish.

Notre Dame (-10.5) at Brigham Young O/U 46.5 $50 Under

J-Dub’s Payday of the Week:

It’s like the game says…the idea is to hang on to your cash. That means this is the “big play” of the week; the one that should make today “Payday.”

Kentucky at Oklahoma (-7.5) O/U 44 $500 Kentucky

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