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Sup fellow degens, 

Happy Friday, family.

I want to start this one a little differently today.

I know how much energy you all pour into this. We joke about being degens, but the reality is that many of you treat this with serious dedication. You study the stats and risk your hard-earned money because you believe in your edge.

It’s a stressful game even when things go right. But it becomes genuinely exhausting when you do everything correctly, you make the right read, you pick the right side, and the platform itself fails you.

That kind of stress isn't funny. It’s anxiety-inducing. And for those of you who were caught up in the Kalshi mess this week, I genuinely feel for you. 

Nothing stings quite like winning the game but being told you lost because of a technicality.

Kalshi Calamity of 2026

If you aren't familiar, Kalshi is that regulated prediction market that tries to be the adult in the room. They don't call it “gambling"; they call it "event contracts." They don't have "bettors"; they have "traders." 

They wear fleece vests, talk about "commodities," and act like they are trading oil futures instead of betting on whether the Chiefs will cover the spread. They pitch themselves as the safer, smarter, legal alternative to our beloved, sketchy offshore sites.

Well, it turns out the "smart money" failed 3rd-grade calendar studies.

New Year, New Screw Ups

Here is the breakdown of the most hilarious, high-IQ screw-up of the year so far. It’s a story of what happens when Silicon Valley "disrupts" a market they don't actually watch.

  1. Market: NFL Season Win Totals. A classic. You bet on whether the 49ers win Over or Under 11.5 games. It’s a season-long grind. You hold these tickets for months, sweating every Sunday.

  2. Contract Event: The NFL regular season ends on January 4th, 2026. Logic dictates that the bets settle after the games are played.

  3. Screw up: Kalshi decided to settle the markets based on an arbitrary expiration date that didn't match reality.

Yes, you read that right.

The "Event Contract" had a hard expiration date. And apparently, the algorithm (or the intern) decided that date was the law, even though football was literally still being played on TV. 

Math is Hard (For Them)

Imagine the scene. You are holding a "YES" contract for a team to win over 10.5 games. They currently have 10 wins. There are two weeks left in the season. They are favored in both games. You are sitting on a gold mine. You are already mentally spending the money on a new parlay.

Suddenly, you get a notification. Your contract has settled.

Result: LOSS.

Because on the specific day the contract expired, the team only had 10 wins. The system didn't care that they could get 11. It just looked at the spreadsheet, saw "10," and nuked your account.

The Discord went nuclear. It was a beautiful, chaotic meltdown. Users like "RealityBreaker" were screaming into the void: “WTF IS GOING ON... IT RESOLVED BUT ITS NOT RESOLVED YET.” 

It’s the financial equivalent of a referee blowing the final whistle in the 3rd quarter because he has a dinner reservation at Chili's. It is the kind of incompetence that makes you miss the guys named "Vinny" who run the local book. Vinny might break your kneecaps, but at least Vinny watches the game.

The Aftermath: "We're Investigating"

For days, degens were out thousands of dollars. The "regulated" exchange was silent, presumably trying to figure out how calendars work.

Finally, after enough bullying on X and enough threats of lawsuits, they fixed it. They acknowledged the error. They paid out the winnings. They apologized. 

But the damage is done. The illusion is shattered.

We Deserve Better

We are constantly told that "regulated" markets are the "safe" haven. We are told they are built to protect us from the shady offshore books. But this week proved that even the "smart" platforms are run by humans who make mistakes-and those mistakes cost us sleep, not them.

Be kind to yourselves this weekend. If you were impacted by this, take a breath. You were right, even if the screen said you were wrong.

However, let this serve as a wake-up call for how we operate in 2026.

  • Audit Your Positions: Don't trust the "Settled" notification blindly. If a result looks wrong, it probably is.

  • Know the Rules: Check the expiration dates on long-term contracts. If the platform thinks the NFL season ends in December, take your business elsewhere.

You deserve a platform that works as hard as you do. Shake it off, enjoy the playoffs, and let's get back to winning.

Double-check the fine print.

TL;DR:  Kalshi, the "regulated" prediction market, settled NFL season win totals early because their algorithm didn't know when the season ended. The system used an arbitrary expiration date (Jan 4th). If a team had 10 wins but needed 11 to cash, the system marked it as a LOSS, ignoring the fact that the team still had games left to play. After users screamed on Discord and X, Kalshi investigated, admitted the error, and fixed the payouts.

Stay degen,

Dima

Who is Menace Dima?

Look, I could bore you with my "professional bio" – you know, the whole "20+ years in the gambling industry" spiel, the $100M+ portfolio, or how I've had my fingers in every gambling pie from affiliate marketing to running major operators.

But here's what you really need to know: I'm the guy who's probably lost (and won) more money than most, has the wildest degen stories you've never heard, and still can't resist a good bet. Whether it's dropping stacks on MMA fights, grinding poker until sunrise, or testing every new casino game that hits the market – I've done it all, and I'm still doing it.

These days, I'm repping Menace.com (yeah, that name goes hard) as their ambassador, but more importantly, I'm here to be your inside man. The guy who's seen the industry from every angle – from boardroom to bathroom floor – and lived to tell the tales.

Stick around if you want gambling content that isn't just another boring guy in a suit telling you about odds. This is about to get interesting.

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