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Home » They made six figures on prediction markets with these really random bets
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They made six figures on prediction markets with these really random bets

staffstaffJune 3, 20260 ViewsNo Comments
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They made six figures on prediction markets with these really random bets

The bets just keep on coming. 

Prediction markets continue to surge in popularity. On Kalshi and Polymarket, the two most popular prediction markets in America (and America’s news-cycle), total trading volume surpassed $24 billion in April 2026, up from about $1.8 billion a year prior, according to analysis from The Block. 

Kalshi is a prediction market where users can buy and sell contracts tied to if and how future events will play out. Samuel Boivin/NurPhoto/Shutterstock

The most successful predictors, so-called sharps, are finding edges in unexpected markets, from music charts to Super Bowl broadcasts to Great Plain tornadoes. Meet three of them.

‘It’s a mix of data and vibes’

Joel Holsinger, a 26-year-old Brooklynite, began trading on prediction markets and creating content around them in July 2024. As of September 2026, he decided he was doing well enough to quit his day job in accounting; since then, he’s made around $250,000.

His specialty is mention markets, which take predictions on specific words or phrases that might be used during live events.

During this year’s Super Bowl, for example, while the rest of the world was wagering on the outcome of the Seattle Seahawks-New England Patriots bout, Holsinger had the volume dialed up on commentators Mike Tirico and Cris Collinsworth. He’d studied up on the duo’s previous broadcasts, and, all evening long, was stalking social media and the game script to see which players, celebrities and football lore the talking heads were likely to bring up.

Joel Holsinger worked in New York as an accountant before quitting his job to go full-time on the prediction markets. He also makes content on his wagers. Emmy Park for NY Post
Mike Tirico and Cris Collinsworth have called dozens of games together over the years, so Holsinger had plenty of transcripts to study for his predictions. AP

His largest position on the evening, that the announcers would not say “What a catch,” hit. By night’s end, he’d profited about $8,800 on his predictions.

Holsinger is using his winnings to fund his wedding in August and a honeymoon to Europe.

“It’s been pretty life changing,” he said. “I made last year’s salary in my last few months trading.”

“It doesn’t seem real to me”

Brandon, 26 and a sixth-grade teacher from Pennsylvania, has made over $175,000 dollars on Kalshi by betting on how high songs by pop stars like Ariana Grande will climb on the charts.

“[This] is what I’ve been doing all my life for fun,” Brandon, who asked not share his last name for privacy reasons, told The Post.

Brandon is an Ariana Grande super-fan and has turned his passion for her music into an incredibly lucrative side-hustle. In the past year, he made more money predicting how high Grande’s songs will climb on the music charts than he made at his day job as a teacher. provided to NYP

It didn’t occur to him to profit off of his Grande intuition until, in early 2024, he accurately predicted the hits and sales for her “Eternal Sunshine” album on X. He nailed how many copies the record would sell within 1%, and a follower promptly sent him a direct message asking if he’d heard of Kalshi. Did he know he could make real money off these predictions?

“I said, ‘No f—ing way,’” Brandon recalled.

Ariana Grande, pictured here at the 62nd Annual Grammy Awards in Los Angeles, is not the only star Brandon will bet on. In recent months, he’s widened his predicting-aperture to include Travis Scott, Bruno Mars and a few other stars — almost all with equal levels of success. AFP via Getty Images

His expertise comes from years of genuine fandom and chart-watching. Since middle school, Brandon has been staying up until midnight on Thursdays, when new music releases.

He also studies music tracking sites like LivePopBars and KWORB. While sales figures on iTunes and some other streaming platforms are no longer publicly available, he’s built up enough of a mental model over the years to reverse-engineer data and estimate where songs will end up by week’s end. 

“I know when Ariana drops a song on iTunes and it hits number one, [on average], she’s selling 20% more than the number two song,” he said. “I just know.”

Brandon started off by typically wagering $20 to $500 dollars on musicians like Grande, Drake, Travis Scott and Bruno Mars. Now, his bets can climb as high as $35,000.

Brandon shared a screenshot of recent prediction tickets. The green numbers are profitable payouts. provided to NYP

With his winnings, he’s paid off his student loans and car loan and enrolled in classes towards his master’s in teaching. He’s also bought a number of gifts for his family — a signed John Cena poster and Eagles tickets for his brothers, a puzzle table for grandpa, a $600 gift certificate to the hair salon for grandma and tickets to “Stranger Things” on Broadway for the whole clan.

“It doesn’t seem real to me,” he said.

Most importantly, he’s had the money to maintain his teacher’s license.

“[If I lost that] it would have absolutely broken my heart,” Brandon said.

“You have to manage your risk”

A weather scientist who studied meteorology at the College of DuPage in Illinois, Paul Sieczka has been chasing tornadoes since 2013 and predicting them on Kalshi since 2022.

He’s made about $45,000 to date, a large chunk of which went towards purchasing a new Mazda3 — so he could chase down more tornadoes.

Paul Sieczka began chasing tornadoes in 2013 and predicting them on Kalshi in 2022. provided to NYP

“I paid it off in like six months,” the 32-year-old from Chicago told The Post. “[Without the winnings] it would have taken me three years.”

To inform his bets, Sieczka uses publicly available sources like PivotalWeather.com and Weather.cod.edu, which is operated by his alma mater’s meteorology program.

Sieczka found his edge by checking these models against forecasts and expected temperatures, and by measuring how they changed over time. The cumulative picture that paints is much more detailed than what’s available on Weather.com or Accuweather, which Sieczka thinks most of his competition relies on.

Though Sieczka works in the private sector of the weather industry, he says that all of the sources he uses to inform his predictions are publicly available. provided to NYP

Experiential knowledge plays a role, too, having driven through multiple storm seasons from beginning to end, from Chicago to Wyoming to Oklahoma and back again.

“It’s a lot of fun,” Sieczka said. “A lot of driving, a lot of empty fields, and you have to manage your risk … [but it’s all worth it for] the adrenaline, the success.”

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