Bracketology with a five year-old

That I can win anything in the world of sports prediction is a testament to its ridiculousness. I am not a sports bettor, like those guys seen in an Oddsmonkey review. There’s nothing wrong with it, but personally I can’t stomach it. Frequent readers will raise their eyebrows, because I’m known to make a wager here and there on the outcome of such things as the turn of a card, the flip of a coin, the toss of a lime, the number of pins knocked down in ten frames of bowling, or whether Ally Sheedy appeared in Season 5 of Weeds (she didn’t; it was Jennifer Jason Leigh, and I won). Saying this though, even if I am not a massive fan of it all, I know that there is a large audience out there for it. Considering we’ve got sites like, where fans of american football can play fantasy football, it isn’t surprising that this industry continues to grow.

Your cognitive dissonance aside, there is some reasoning behind this. I like to bet on things in which I have some skill (poker, lime tossing) or on random things in which skill and knowledge play no role (bowling). Sports betting requires a combination of exceptional hubris and intelligence when you go to place your bet at the sports betting kiosks, neither of which I can claim. Thus, betting on sports makes me want to throw up on myself. Oh, sure, I do it from time to time for nominal amounts (the betting, and to a lesser degree, the puking). But then again, who doesn’t enjoy a gamble here and there? I know in some places, like India, online betting is illegal. However, online betting still seems to happen regardless. Some people prefer it like that because a number of people seem to find gambling dangerous and wouldn’t want their country to legalize it. There are a number of reasons behind both arguments for and against, but this article seems to sum up some of the main arguments for both sides. Online betting is just one of those topics that some people like and some people are hesitant about. For now though, most people still find a way to enjoy it.

“The secret to running a sports book,” a bookie told me recently, “is that 90% of the public can’t pick a winner.” This idea is what’s led to a new method of betting called matched betting. In short, it is the technique of using free bets to place money on both outcomes of a sports match, so that either way you win money. You can find out more information about it at Though that bookie got a great argument about his methods from somebody far smarter than me, I feel it safe to say that I am part of that 90%, but if you feel you’re part of the 10% maybe you could enjoy bets at places like Indiana sportsbooks online. Your surest way to win a sports wager is to find out what I bet and fade me at every opportunity. It’s like the easiest way to make sure you’re living a moral and socially just life: listen to what Glenn Beck preaches, and then do the opposite. Last year, I managed to win the first prize $420 (that’s fictional, hypothetical, legal non-money, of course) in Pauly‘s annual Pauly’s Pub March Madness pool. Unlike a lot of the big pools I have a chance to enter–and don’t–this one has a small entry fee, but comprises some of the best sports and betting minds I know. My victory was proof that not only anybody can win, but somebody as tragically handicapped in the world of sports betting can win a NCAA March Madness pool. And so we’ve come to 2010, the year my five-year-old son will get his first taste of the value of picking at near-random for the chance to win untold fortunes (or, in this case, up to 420 completely fake, hypothetical dollars). The way I see it, with a few simple rules, I can teach my son to pick as well as I can in the NCAA March Madness tournament. I am fronting him the buy-in. Whatever he wins, he will be allowed to spend on anything he wants (this rule passed the steering committee after it was determined that there is no way the kid will be able to find a cheetah for $420). This afternoon, I will sit the boy down and let him fill out his bracket with the following rules: In Round 1 he must pick the higher seed in the 1 vs 16, 2 vs 15, and 3 vs 11 games. Out of the four 4 vs 13 games, he must pick one upset. In all the other games, he is free to pick whatever team he wants. In Round 2, the 1 seed must advance. All other games in Round 2 and going forward are free pick. Do I expect him to win? No. Will I have a great time making fun of everybody who finishes below him? Absolutely. I’m also interested in seeing if we could practice together so we’re able to utilize betting platforms like this sports betting Thailand website, and actually bet for real dollars, my son could make me rich one day in the future! Oh, and if for some reason the kid picks the Kansas Jayhawks to go all the way, I’m getting a paternity test tomorrow.

Brad Willis

Brad Willis is a writer based in Greenville, South Carolina. Willis spent a decade as an award-winning broadcast journalist. He has worked as a freelance writer, columnist, and professional blogger since 2005. He has also served as a commentator and guest on a wide variety of television, radio, and internet shows.

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11 Responses

  1. StB says:

    I think you just gave me a reason for not joining the pool. I know zip about basketball and having a 5 year old beat me would be the norm. Bowling on the other hand takes quite a bit of skill and knowledge but only if you take the time to put the bottle of beer down when you go to throw your ball.

  2. Pauly says:

    The heavy-favorite to win my pool this year is your son! The bookies in Vegas have him at 7-1. You’re the defending champ at 15-2.

  3. otis says:

    I thought my bowling joke was the best of the post…(I have several friends who are very good with a bowling ball).

  4. BadBlood says:

    The post was indeed good. The pic? Far better.

  5. Su says:

    Great post – The last sentence of your post is great as well as the line about Glenn Beck.

  6. change100 says:

    Fuck, man. Even I won this pool back in 2007. #lilotisFTW

  7. Drizztdj says:

    Bowling requires drinking. That is all.

    I’ll take on D’s picks for a $10 side wager. You on?

  8. Love the post and the pic. I have to be just a little partial to our local contribution to the NCAA March Madness – the Univ. of Houston. Go Cougs. Sorry D.

  9. Skip says:

    I was having a grumpyish day until the bowling comment made me snort, the Glenn Dick comment made me smile and nod wisely in agreement, and the cheetah comment made me shoot coffee out my nose and scared all my coworkers. Love you for that. No. Longer. Grumpyish.

  10. Aaron says:

    If he wins, I think I have a line on cheetah he can get for $420. Slightly used.

  11. Da Goddess says:

    I’ll send the boy a cheetah for $419, shipping included, if he wins. (We have more than we can handle from MY son’s cheetah obsession back in the day.)