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Inside Prediction Markets

Inside Prediction Markets

Prediction Market Gurus 17 Episodes Jul 1, 2026

Every week, join two of the world's sharpest bettors and minds, Henry Kerins and Chris Dierkes, as they discuss everything about betting and prediction markets. New episodes drop Wednesdays, featuring market deep dives, expert guests, and strategy analysis. This content is for informational, educational, and entertainment purposes only and is not financial advice.

Episodes

Malik Beasley EXPOSED, Prediction Market BANNED in Michigan, and World Cup Volume SHATTERING Records Jul 1, 2026 00:31:49 A Michigan judge has banned Kalshi from offering sports contracts in the state unless they obtain an OSB license — and ordered $120,000 per day in fines if they don't comply. Chris and Henry break down why this is just another stop on the inevitable road to the Supreme Court. Then: Malik Beasley gets caught shaving props for pocket change — texts showing him scrambling to put together $2,000 while
Inside the Mind of a 15-Year SIG Trader & The Future of Prediction Markets Jun 24, 2026 00:47:38 Former Susquehanna International Group (SIG) trader Andrew Courtney (@andrewcourt1) joins the Optic Odds Hot Seat to discuss what it's really like inside one of the world's most respected trading firms.Andrew spent 15 years at SIG, where he worked in market making, ETF trading, and trading system development before eventually finding his way into prediction markets. Along the way, he learn
Optic Odds CEO on Powering the Industry + World Cup Volume Shattering Records Jun 17, 2026 00:32:27 Matt Restivo, CEO of Optic Odds, joins Chris and Henry in the Optic Odds Hot Seat. Matt traces the full origin story: from a Stanford dorm room startup called OddsJam to the realization that the real value wasn't the consumer product but the data infrastructure powering it. He covers how Optic Odds became the cornerstone of the prediction market tech stack, and his most expensive lesson — not
This NYC Bar Is Using Prediction Markets to Hedge Your Tab If the Knicks Win Jun 3, 2026 00:50:09 A New York City bar is covering every customer's tab if the Knicks win game one — and they're hedging the entire risk on a prediction market. Chris and Henry break down why this is one of the smartest real-world use cases for prediction markets yet and how Mattress Mack was doing this years before prediction markets existed. Also, Polymarket resolves a MicroStrategy Bitcoin market to No ev
The Insider's Guide to Prediction Market Terminology: Defining the Terms You Need to Know May 27, 2026 00:38:42 Kyle Kuzma — yes, the NBA player — became an unlikely prediction market hero this week by clapping back at the DraftKings co-founder's Twitter tirade. Then: the Ninth Circuit signals it's going to rule against prediction markets on sports contracts, setting up the split circuit that everyone was expecting and almost certainly sending this to the Supreme Court. Plus, the New York Times runs
Matt Kalish Crashes Out + 4casters Zach on the Future of Prediction Markets May 20, 2026 00:36:17 Matt Kalish — co-founder of DraftKings — had a very public meltdown on Twitter this week about prediction markets, and Chris and Henry break down every angle. Sporttrade suspends OSB operations and Polymarket and Nasdaq announce perpetual contracts on individual stocks, which raises the obvious question: is this just an option with a different name?Then Zach from 4casters joins in the Optic Odds H
The Insider's Guide to Market Making on Prediction Markets May 14, 2026 00:33:06 What actually is market making? If you've ever asked yourself that question, this is the episode for you.FanDuel and DraftKings just announced they're market making on prediction markets. Then Kalshi dropped numbers showing over 30% of their volume is now in combos — primarily sports parlays. Chris and Henry break down what it all means, whether sportsbooks actually have the capability to
Big Prediction Market Ghost Orders Scandal and How One Market Maker Beats Every Exchange May 6, 2026 00:54:52 Polymarket had a rough week — and Chris and Henry break down both stories. First: ghost orders Then: their CMO was caught on a live stream nearly whispering something to a popular streamer before realizing he was on camera — a clip that went viral for all the wrong reasons.Also, Max Shen-Molesky of Coinflip Capital joins in the Optic Odds Hot Seat. Max has quietly become one of the most dominant l
The Maduro Insider Trading Scandal and Shipper on How Sharps Actually Win Apr 29, 2026 00:49:22 A U.S. soldier was just prosecuted by the DOJ for betting $400,000 on a prediction market using classified military intelligence about the Maduro situation — and Chris and Henry break down why this is actually a landmark moment for the space. It wasn't done on a CFTC-regulated platform, but it still matters: the system is starting to work, Trump is calling the world a casino, and the CFTC commissi
The Insider's Guide to Getting Hired at a Prediction Market Apr 22, 2026 00:47:47 Chris and Henry pull back the curtain on what it actually takes to get hired at a prediction market company. They start with their own stories — how Chris reached out cold and created his own role, how Henry cold-emailed a cover letter and got hired by pitching a vision the company didn't even know it needed yet — and why both paths have one thing in common: initiative.From there it's a fu
Ohio Is Trying to Kill Sports Betting + Harry Crane on the Fascinating Kelly Criterion Debate Apr 15, 2026 00:46:30 Ohio just introduced a bill that would effectively kill online sports betting in the state. Chris and Henry break down why it's unlikely to pass but why it matters, plus a tease of what looks like perpetual contracts coming to a major prediction market platform, and a look at Chris's Substack deep dive into his journey as a professional gambler.Then Harry Crane joins in the Optic Odds Hot
How To Bet The Masters + Novig Is Giving Away 500K Apr 8, 2026 00:58:03 Novig is at The Masters — LIV golfers including Jon Rahm and Cam Smith are wearing the Novig patch, and the Blue Blazer Jackpot is live on the app. Enter once per day by trading on the tournament winner, and if your pick wins you share a $500K Novig Cash prize pool. One winner also takes home the first-ever Novig Blue Blazer delivered in person by a LIV player. Visit augusta.novig.com to track ent

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