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Update 1 – 12:28pm

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I just arrived at the Downingtown chapter of Buffalo Wild Wings, one of my favorite establishments in these United States. It was here that I enjoyed almost every NFL Sunday this season. It was here that I bought a round of Jameson shots for strangers when the Seahawks miraculously tied the Packers in the NFC Championship to force overtime, and then picked up those strangers in pure elation after RUSSELL HUSTLE BUSTLE WILSON won the game, prompting another round of Jameson shots.

I have often said that this is my happiest place on Earth. Give me $50 and a full slate of sports at BWW, and I might as well be on vacation in Hawaii for a week. This is the shit that I live for.

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We made it. After 17 weeks of Hypothetical Betting on the Hypothetical SuperContest our journey has come to a somber end. Last week I needed to go a perfect 5-0 in order for me to finish the gambling season with a winning record. My picks went 2-3, and my final record against the spread came to a semi-embarrassing 40-45. I did not come close to winning the Hypothetical SuperContest. That honor would go to CH Ballers, who went a remarkable 64-20-1 ATS on the year. That is a ridiculous run, and his $1,500 investment of actual dollars netted him a return of $736,575 and the title of top bettor in the land. Many, many congratulations. I apologize for not writing about his streak sooner, but as my bets turned dismal, it became painful to see the names of those succeeding around me. I’m sure in future years when I am a better bettor I’ll pay more attention to the leaderboard; it was just a down year.

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All good things must come to an end.

Sadly, the NFL regular season is no different. There are very few things I enjoy more than a full slate of games on an NFL Sunday. If I were asked to pick my 30 favorite calendar days of any given year, I guarantee that all 17 of those Sundays would be included on the list, with Christmas, Thanksgiving, Selection Sunday, and a few random nights where I got lucky with cards or women thrown in to fill out the rest. Read More

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Those picks we talked about in this column last week went 4-1. We only lost one! And even that could’ve been avoided if I hadn’t bitten off more than I could chew with the Bears playing on Thanksgiving. We are in the home stretch of the season now. I have only 20 picks left this regular season to prove my worth. I currently stand at 31-34 on the year, much improved from a few weeks ago but still far from a profitable year. While we are too far out of the money to make a run in the SuperContest, we are in striking distance of a winning percentage of 53%, which is what you need in order to make money in Vegas. Read More

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Last week was fun! We got to make a video and play quarters and our picks went 3-2. Always good to have a winning week. I hope you enjoyed my video experiment; I see it as the groundwork for greater things to come. I am a multimedia gambler. Pretty soon I’ll have a gambling podcast and a gambling vlog and maybe go throwback and make a gambling xanga page. I am toying with my craft, and I am better because of it. Read More

Things got weird this week at the Hypothetical SuperContest. If you’re just here for the picks, you can find them below, but then you’ll miss the joy that is Kendrick Lamar serenading my process. I hope you enjoy our experiment.

Picks:

Bears (-3) over Vikings

Buccaneers (+7.5) over Redskins

Steelers (-6) over Titans

Cardinals (-2.5) over Lions

Giants (+3.5) over 49ers

Last Week: 3-2

Overall: 21-29

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Sometimes it’s hard to keep going. In the throes of what I can say with confidence is my worst gambling season since I was initiated into this fraternity of degenerates, it’s difficult to figure out why exactly I am doing this. I write a gambling column out of a love of the game and a love of the gamble, but in a season this brutal, it is challenge enough to continue loving the process, and even more challenging to write about it. My failures have not only been greater than ever before, but also more public. I am shitting my pants on stage while the spotlight is on me. Well, maybe that’s an exaggeration, but I am at the very least, publicly failing at picking football games. And that sucks.

So I look myself in the mirror and ask, with sincerity, “Why are you doing this?”

Not simply gambling, not simply writing, but living, existing, breathing. What’s the reason? Why are you here if you are just going to keep making awful picks, Tyler?

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