I’ve done food challenges and I’ve done endurance challenges, but I’ve never mixed the two. That ends on Thursday during the livestream of the March Madness Diner Challenge, where I’ll spend up to 36 hours in a diner UNTIL I hit five March Madness bets in a row. BUT, for every 10 pancakes I eat I’m allowed to shave off one number. Example: I eat 10 pancakes, now I only have to win four consecutive bets. I can only pick spreads, totals, and moneyline wagers that are -200 odds or longer. So I can’t pick Houston moneyline like some fraud. Either I’m going to become a terrific gambler in only two days or eat 50 pancakes.  You can watch it here. Click subscribe and “Notify Me” to be alerted when I go live. More information:

@crossingbroad

@Kyle Pagan will be in a diner for 36 hours, he wins 5 straight #MarchMadness bets, OR eats 50 🥞 @DraftKings #draftkings #diner #marchmadnesslivestream #livestreamchallenge #pancakes #philadelphia

♬ original sound – Crossing Broad

I’ll be honest, I am a good eater. I can polish off a 16 oz porterhouse. Eat a Chipotle burrito (the old ones) stuffed to the gills in less than 10 minutes. I’ve never been great with pancakes though. I like table pancakes at a diner. You give me one and I’m a happy guy. If I get to two or even three then I’m gonna be full til dinner. I don’t know how many competitive eaters read this blog, but if you have any tips for gorging that can help over the next 48 hours, I’m all ears. My strategy right now is to order a quick 10 pancakes and dive in right away. I’m planning (hoping) only having to eat 20. My illustrious gambling history tells me I won’t be able to string together more than three winners in a row.

What I will tell you is I feel AMAZING about my first five bets on Thursday. I might be out of the Stargate Diner by dinner. Here’s what I’m looking at. I guess technically these are all subject to change but this is what Draftkings is currently showing. Of course new customers can sign up using promo code CROSSING! Bet $5, Get $200 in Bonus Bets instantly!

Lets get to the slate:

#9 Louisville -2.5 vs. #8 Creighton

Louisville coach Pat Kelsey is pissed off with their seeding. All week he’s telling his team how no one believes in them. The game is in their rivals’ arena. This is an emotional pick. Creighton is good. They finished second in the Big East tournament. The committee obviously didn’t care about how conference tourneys unfolded because Michigan is a #5 seed and they won the Big 10. I’m still going with Louisville and their fans packing Rupp Arena only 90 minutes down the road.


#3 Wisconsin -16.5 vs. #14 Montana

Montana is one of the worst #14 seeds of all time. They’re #157 on KenPom. They actually might be one of the worst teams in the tournament. All the data says they suck. Somehow they’re a #14 seed. They’re going to get their asses kicked by the Big 10 runner up. Go Badgers!

#13 High Point +7.5 vs. #4 Purdue

This is pick I made with my heart. I love High Point. I love the #13 vs. #4 matchup more than #12 vs. #5. The Panthers have the #1 scoring offense in the country. Also, did you see their celebration on Selection Sunday? You can’t tell me these people aren’t traveling to Providence:

They’re 7-3 in their last 10 ATS. Purdue limped to a 4-6 finish. This is HP’s first game as a dog all season, but I think they’re going to run this Big 10 team out of the gym. I sprinkled some on the ML too.

Houston/SIU Edwardsville over 126.5

This number is so low. Like way too low. I don’t know how it’s this low. If you’re going to give me 126.5 I’m going to have to bet the over. Houston doesn’t score a ton and they have the best defense in the country, but they shoot threes at a top-10 clip. I think Houston drops 80-90 here and if that’s the case I need SIU Edwardsville to score 30-40. I’m not asking for much. I’m just asking for 40 points.

McNeese State +7.5 over Clemson

Two words: Amir Khan

Two favorites, an over, and two dogs. I love the balance!

Shout out to Omer and his servers at Stargate Diner for allowing us to do this. They’re awesome! Go support them if you can!

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