John Stewart’s Net Worth: How Rich is the Horse Owner?

Author of John Stewart’s Net Worth: How Rich is the Horse Owner? Kriti Mehrotra
April 22, 2025

While many might think that having neurodevelopmental conditions like Autism and Attention Deficit Hyperactivity Disorder (ADHD) is a challenge, John Stewart deems them his superpowers. In fact, in Netflix’s ‘Race for the Crown,’ he openly credits them for helping him find success at anything and everything he has ever set out to do by making him see things much more analytically. However, no one ever expected him to step foot into the sport of horse racing, only to then turn the entire industry upside down with his quick moves, making us wonder more about his overall wealth.

How Did John Stewart Earn His Money?

As a native of the rural-class city of Jamestown, Russell County, John Stewart is a Kentucky native through and through, so it comes as no surprise that he has always had a passion for horses. After all, this Bluegrass State is home to arguably the most well-known as well as prestigious stakes race event in the history of the US – the first leg of the Triple Crown, the Kentucky Derby. This derby is followed by the Preakness Stakes merely two weeks later, and the Belmont Stakes only three weeks after that, bringing the series to a close in just a month following a whole year of intense training.

According to reports, John kickstarted his career as a line worker for Toyota when he was just a young man, gradually climbing the corporate ladder until he held several executive positions. Yet, after 18 dedicated years to the company, he decided it was time for him to switch gears, which led him to dabble in the world of private equity in 2007 before establishing his own company. It was around 2018 that he co-founded MiddleGround Capital in Lexington, Kentucky, unaware it would soon be so successful that it would have assets worth more than $3.5 billion to manage by 2024.

As if that’s not enough, John has also spread his wings across several other industries as well as ventures over the years, only to keep most of them on the down low so as to protect his privacy. However, per his own admission in the aforementioned Netflix original, he has at least 15 companies with more than 180 factories all over the globe, all of which are thriving in one way or another. None of this ever satisfied the self-proclaimed workaholic, though, so in 2022, he chose to evolve from just betting on racehorses to buying his own in order to satiate his passion for the sport.

John’s first-ever purchase in this industry was a bold one as he bought Shiloh’s Mistress alongside Gavin O’Connor at the public Keeneland September Yearling Sale for an astounding $235,000. Subsequently, in less than 10 weeks, he spent over $25 million on an entire bloodstock, leading him to finally announce his plans of launching a facility named Resolute Racing in Midway, Kentucky. Spanning 1000 acres, this farm promises to be the best of the best in the world of Thoroughbred horse breeding and racing, all the while maintaining historical bloodlines to produce winning horses.

John Stewart’s Net Worth

Considering John’s ongoing incredible career across several different avenues, it goes without saying that he has managed to accumulate much more than just a significant level of wealth for himself. In fact, as a racehorse owner alone, his Resolute empire has reportedly bagged $1.1 million through partnerships and another $2 million via active race starts in just the past two years, making it clear he is here to stay. Furthermore, the entrepreneur has even made his intentions clear by not shying away from splurging on any horse he sees potential in, no matter where in the world.

According to records, John has bought a horse named Goodnight Olive for $6 million, a foal called Pizza Bianca (from Australia) for $3 million, and pure-bred SheDaresTheDevil for $2.5 million. Moreover, he once purchased five two-year-olds during a single auction, with most of them costing an average of $700,000, followed by a three-year-old for $370,000 not a long while later. Then, during an auction in Australia, his team didn’t hesitate to splurge $6 million on a total of nine yearlings in less than a few hours, making it clear he has no qualms about investing in his dreams.

John hopes to have the best horses, trainers, jockeys, and doctors so as to win as many races as possible, yet he is not a micromanager because he knows he doesn’t know everything about everything. So, he admittedly hires the professional he deems best for the roles and leaves them to hone their skills, which he believes enables all of them to shine in a way they couldn’t have otherwise. Therefore, taking into account the 55-year-old’s investments, comprising only one-of-a-kind luxury cars as well as art (he took out all his investments from stocks a few years ago), along with his Resolute Racing empire, asset management business, career in private equity, various other ventures, legal troubles, personal private jet, and lifestyle expenses, we believe John Stewart’s net worth is close to $1 billion. 

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