Prediction Markets Weekly Digest: Kalshi Parlay Bettors Just Lost $294 Million

TL;DR
This week in prediction markets, Kalshi’s retail parlay bettors racked up a $294 million net loss since the start of the year, as sophisticated traders act as de facto bookmakers on the other side of every combo bet.
Three things to watch:
- ⚖️ Whether the Senate votes on the CLARITY Act before August 8
- 🎾 Michael Zheng vs Miomir Kecmanovic at the National Bank Open, resolving August 9
- 🌍 Whether the US announces an end to the Iranian blockade by August 7

Last week’s biggest flips
Tennis and esports drove most of the week’s upsets, with one geopolitical surprise breaking up the sports sweep – the US said it would halt offensive operations against Iran at just 22% a week out. This section breaks down the week’s biggest flips: markets where the winning outcome was priced under 35% seven days before resolution.
Opportunity to make money this week
The calendar mixes real Washington drama with late-summer tennis. The Senate’s CLARITY Act vote is close to a coin flip on Kalshi, the clock is ticking on a deadline to end Iran’s blockade, and the National Bank Open serves up a close one.
Senate votes on the CLARITY Act by August 8?
Michael Zheng vs Miomir Kecmanovic: who advances?
US announces end of Iranian blockade by August 7?
Whale moves and big plays
One trader, tipISappreciated, staked a combined $507K on a single idea ahead of the Fed’s July 29 decision: no hike, no cut. They bought $265K against a rate increase and $242K against a rate cut on July 29, two separate bets that only both pay off if the Fed holds steady. That is a bet on the implied probability priced into two different markets landing on the same outcome, not a single directional call. A dozen other wallets piled into the same Fed markets that same week, on both sides.

⚠️ Predictionist Tip: When a single wallet bets against every outcome but one, that is not indecision, it is conviction wearing two different bets. The uncovered outcome is where the real risk sits.
Prediction market industry news

Kalshi’s Parlay Bettors Just Lost $294 Million
I did not expect the gap to be this stark. A Bloomberg review of Kalshi’s trading data found retail users are down a combined $294 million on parlay-style combo bets since the start of the year, per Bloomberg. One popular World Cup final combo, betting Spain leads at half, Argentina wins, and either side scores twice in the first half, traded at an implied 2.7% at kickoff, exactly the kind of long-shot payout retail chases while sophisticated traders take the other side as de facto bookmakers. Combo bets already make up 36% of everything traded on Kalshi this month, which tells me this is not a side product anymore, it is becoming the main event.
Minnesota’s Felony Ban Gets Blocked Before It Even Started
Last week I flagged Minnesota’s felony ban on prediction markets, waiting on a federal judge to rule before its August 1 start date. That ruling landed fast, and it did not go the state’s way. US District Judge Katherine Menendez granted a preliminary injunction on July 27 blocking the law, ruling the CFTC and the platforms are likely to win their argument that federal law preempts the state ban, per NBC News. Minnesota lawmakers passed the law in May specifically targeting sports-related event contracts, the most popular category Polymarket and Kalshi both sell. The fight is not over, but the federal-preemption argument platforms have been making in courtroom after courtroom just won its first real test.


Two-Thirds of World Cup Traders Lost Money, Blockchain Data Shows
Kalshi and Polymarket Post a Record $50.6 Billion Month
The World Cup left a mark on the ledger, not just the bracket. Combined July volume across Kalshi and Polymarket hit a record $50.6 billion, with Kalshi alone up 14% to $37.7 billion, per Bloomingbit. What stands out to me is the split inside Polymarket’s own number – its core international exchange fell, while its US-regulated arm grew 54% to $5 billion. The company is not shrinking, its center of gravity is shifting onto the side of the business the CFTC actually signed off on, and it is worth reading how the two platforms actually compare if that regulatory split is new to you.
Quick answers
No. A federal judge blocked it on July 27, days before its August 1 start date.
$294 million net, on parlay-style combo bets since the start of the year, per Bloomberg.
Combined Kalshi and Polymarket volume hit $50.6 billion in July, driven by the World Cup.
The market prices it at just 39% Yes on Kalshi.
The US halting offensive operations against Iran, priced at just 22% a week out.
One trader staked $507K betting the Fed holds rates steady, split across two separate bets.





