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  • 💵 Wall St traders make the switch to prediction markets

  • 🌧️ Tradeweb partners with Kalshi to embed prediction market odds into bond trading workflows

  • 📝 Fanatics sued Polymarket. It backfired.

  • 📈 Market Moves

  • 📊 Odds & Ends

RISK-LOVING OPTIONS TRADERS MOVE INTO PREDICTION MARKETS 💵

The retail traders who spent the last several years feasting on zero-day options are now moving into prediction markets, and the platforms built to serve them are starting to look less like novelties and more like the next layer of the retail trading stack.

The migration makes intuitive sense. Options require a trader to pick an underlying asset, structure a position around time decay and implied volatility, and then decide when to exercise or exit. A Kalshi contract on February unemployment requires none of that. You find the question, read the choices, and buy yes or no. The resolution mechanism is the jobs report. The complexity that options traders spent years learning to navigate has been stripped out entirely, replaced by a binary that settles itself.

Andrew Courtney, a former Susquehanna trader who now writes about prediction markets, frames it as a navigation problem. The same economic view that would require three or four decisions inside an options workflow collapses into a single contract on Kalshi. For traders whose edge is in reading macro data releases and policy outcomes rather than in pricing volatility surfaces, that simplification is genuinely valuable rather than a dumbing-down.

The audience this is reaching is specific. Retail brokerages report that short-dated options traders, the cohort that gravitated toward contracts expiring in hours or days, are the ones showing the most interest in prediction markets. Webull has moved in that direction directly, launching contracts tied to bitcoin prices, economic reports, and now the Oscars and Grammys. Cboe is exploring all-or-nothing options that would bring binary settlement mechanics into the regulated exchange infrastructure it already operates.

That last development matters for understanding where this ends up. Prediction markets are drawing in a user base that the established exchange ecosystem already knows how to serve. Cboe building binary-style products is a signal that the demand is real enough to justify institutional investment in distribution, and that the options industry sees prediction markets as a category to absorb rather than ignore.

The criticism that prediction markets are gambling runs into a structural problem: the traders actually using them describe their process in terms that sound like research-driven speculation rather than recreation. Zach Powers, an insurance professional in Chicago who has been trading on prediction markets for two months, said he profited by correctly anticipating that the Fed would hold rates in January and has made money on bitcoin directional bets. His framing, that prediction markets are an organized system of telling the truth, captures something real about why economically literate traders find them appealing. The binary format forces a probability estimate. The settlement mechanism is an observable real-world event. The feedback loop is faster and cleaner than most financial instruments produce.

The regulatory picture remains the variable that shapes everything else. The CFTC oversees regulated U.S. prediction markets and retains authority to prohibit contracts it deems against public interest. Kalshi is currently in federal appeals court over Nevada's attempt to classify its operations as gambling subject to state licensing. The outcome of that case will influence how aggressively the platforms can expand and how confidently the Cboes and Webulls of the world can build infrastructure around them.

If federal preemption holds and the state-by-state challenges lose momentum, the retail migration underway accelerates. The options industry already has the clients, the technology, and the regulatory relationships to scale binary products quickly. Prediction markets will have provided the proof of concept, and the incumbent infrastructure will do what incumbent infrastructure always does with successful product innovations it initially underestimated.

TRADEWEB WANTS TO SELL YOU THE WEATHER 🌧

Tradeweb, the electronic marketplace that processes over $2.6 trillion in notional value per day across rates and credit, announced a strategic partnership and minority investment in Kalshi on Wednesday. The deal will integrate Kalshi's real-time event probabilities directly into Tradeweb's trading interfaces, APIs, and data tools - putting prediction market odds alongside the pricing and liquidity data that its 3,000-plus institutional clients already use to trade bonds.

In practice, that means Fed decision odds, CPI prints, and policy outcomes showing up inside the same workflow where traders price rate risk. Tradeweb and Kalshi also plan to co-develop analytics combining event probabilities with Tradeweb's market datasets. But the longer-term ambition goes further: they're exploring an institutional portal where Tradeweb would serve as the front end for standardized event-contract trading.

If that portal materializes, Tradeweb captures the distribution layer for a product category that doesn't yet have institutional infrastructure. Kalshi gets access to the kind of client base - pension funds, asset managers, bank trading desks - that doesn't sign up for a retail-facing exchange. It's the clearest attempt yet to make prediction-market probabilities a default input in the macro/rates trading stack, not an add-on you pull up in a separate tab.

Nevada sued to block Kalshi from operating in the state on Tuesday - one day before the Tradeweb announcement - and the CFTC filed a brief in that case asserting exclusive federal jurisdiction over prediction markets. Multiple states are pushing the opposite direction, arguing event contracts are unlicensed gambling subject to state gaming law. Fed researchers, meanwhile, recently found that Kalshi-style prediction markets can outperform some traditional forecasting methods for inflation and rate decisions, which gives institutional desks a reason to care that goes beyond curiosity.

Tradeweb is betting that prediction-market data becomes infrastructure - a standard input in how institutions price macro uncertainty. I think it's a smart bet if the federal preemption argument holds and Kalshi's regulatory footing solidifies. Tradeweb has the scale and the client relationships to pull this off. Whether Kalshi can resolve the state-by-state litigation fast enough to justify the buildout is less certain.

FANATICS’ KALSHI PROBLEM 📝

Polymarket poached Fanatics executive Ari Borod and named him president of sports business development last Thursday. Fanatics tried to block the move, filing suit in Florida state court on Jan. 12 to enforce a noncompete. Borod's response was blunt: his contract had no such clause. "Fanatics nonetheless threatened that, if Borod did not abandon his plans to join Polymarket, 'the entire weight of Fanatics would be brought against him,'" his filing said. The two sides settled on Feb. 2.

The lawsuit itself is less interesting than what leaked out of it. Unsealed filings obtained by Front Office Sports reveal that Fanatics has been pursuing the acquisition of an exchange clearinghouse, which would give it regulated infrastructure to operate its own prediction market. Borod claimed he was aware of "high-level calls" on the subject but didn't know Fanatics had agreed to terms with a target. He still doesn't know which exchange.

Michael Rubin reveals investment in Kalshi

The bigger bombshell: Borod alleges that Fanatics founder Michael Rubin and CEO Matt King "invested personally into Kalshi" before Fanatics launched its own competing prediction market product in December. If true, two of Fanatics's most senior executives had skin in a direct competitor while building a rival. Neither Fanatics nor Kalshi commented.

There's a rich irony here, too. Fanatics hired Michael Hermalyn away from DraftKings not long ago, prompting DraftKings to sue over a noncompete violation. Fanatics apparently sees poaching differently depending on which side of the table it's sitting on.

MARKET MOVES 📈

📈 Biggest swing: “Trump invokes War Powers against Iran by March 31, 2026??” moved 37% → 69% (Polymarket)

💰 Top earner: @vast.wave - $86,783 24H Profit (Kalshi)

🤔 Weirdest market: “Will Prince Andrew apologize by Feb 28?” (Polymarket)

ODDS & ENDS 📊

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