Tag Archives: Hypothetical SuperContest

We made another video. I hope you enjoy.

In case you’re just here for the picks:

Seahawks (-8) over Cardinals*

Texans* (+5.5) over Ravens

Steelers* (-3) over Chiefs

Vikings (+6.5) over Dolphins*

Browns (+1.5) over Panthers*

Happy Sundays.

Last Week: 0-5

Overall: 34-41


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


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.


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


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?

Read More


Sorry I’m late. It was a weird week.

But gambling! Gambling on Sunday football is only three hours away! And we have games to pick! How exciting. Last week, I went 0-4 on Sunday, after entrusting my picks to some of the NFL’s heroes of facial hair. The only thing standing between me and a second 0-5 week (and probably giving up on life in general) was Colt McCoy. It was a situation I hope none of you ever find yourselves in.

But Colt came through! Washington not only covered, but actually won the game, knocking the Cowboys down a peg in those pesky Power Rankings which I despise so much. How did he do it? Read More