Auctions

Jun 24 Tattersalls Ireland June Derby Sale 2026 HIPS
Jun 30 Fasig-Tipton June Digital Sale 2026 HIPS
Jun 30 Ocala Breeders' Sales Co. June 'Second Chance' Online Sale 2026 HIPS
Jul 14 Fasig-Tipton Kentucky Select July Yearling Sale 2026 HIPS
Jul 14 Fasig-Tipton July Horses of Racing Age Sale 2026 HIPS
View All Auctions

Thoroughbred Racing

Our Moneyman Seeks to Continue Mr. Money's Winning Ways

Owner, trainer return to Indiana Derby (G3) with 2019 winner's son.

Our Moneyman (outside) wins the 2025 Louisiana Champions Day Juvenile Stakes at Fair Ground Race Course & Slots

Our Moneyman (outside) wins the 2025 Louisiana Champions Day Juvenile Stakes at Fair Ground Race Course & Slots

Hodges Photography / Amanda Hodges Weir

They say money can't buy happiness. But Mr. Money  sure did, and now horse owner Chester Thomas is hoping for more of the same with Our Moneyman.

Seven years ago, Thomas' 3-year-old colt Mr. Money sent the western Kentucky entrepreneur on one of the rides of his life, with a four-race victory streak that included the Indiana Derby (G3) at Horseshoe Indianapolis. Now Thomas and trainer Bret Calhoun have Mr. Money's son Our Moneyman on a similar path as the state's $300,000 signature horse race is staged for the 32nd time July 11.

Both horses ran on the Kentucky Derby (G1) undercard, with Mr. Money winning the 2019 Pat Day Mile (G2) and Our Moneyman finishing third in a tough allowance race this past May 2. Mr. Money won Churchill Downs' Matt Winn Stakes (G3) in his next start, then went on to take the Indiana Derby and West Virginia Derby (G3). Bred by Thomas in Louisiana, Our Moneyman rallied to be a good second in the June 7 Matt Winn behind Further Ado, who in the spring had won Keeneland's Blue Grass Stakes (G1) by 11 lengths.

"Mr. Money had a great campaign in 2019, and it's so exciting to be racing his offspring," said Thomas, whose Allied Racing Stable had career-best seasons in 2019 and 2020, his horses running out $2.5 million and $2.3 million, respectively. "My wife, Jennifer, bought his dam, Lipstick Junky, at the (2012) Keeneland yearling sale, and she's been named Broodmare of the Year down in Louisiana (in 2022 and 2025).

Mr. Money, Gabriel Saez, Indiana Derby, G3, Indiana Grand Racing & Casino, July, 13, 2019
Photo: Coady Photo
Mr. Money wins the 2019 Indiana Derby at Horseshoe Indianapolis

"We take it one race at a time. But yeah, if we could just win one of these races, we'll see where we go from there. But the horse came out of his race doing really well. He's eating his feed. He's training well. He's happy. He owns his part of the shedrow down there, so you gotta be careful when you go by. But he's on his game right now."

Indeed, the Matt Winn second to the highly regarded Further Ado was almost as good as a win to Our Moneyman's team.

"Unfortunately, we were boxed in pretty well all the way around the second turn in the Matt Winn," Thomas said. "We were loaded with horse at the three-eighths pole. We had to spot Further Ado a couple of lengths, and we belatedly kept up with him. But you're not going to beat a horse like Further Ado that gets the lead at the top of the stretch and gets a jump on you. He's a super nice horse, so we came out there feeling pretty proud with a second-place finish."

Axel Concepcion, winner of the 2023 Eclipse Award as North America's outstanding apprentice jockey, will be back aboard after riding Our Moneyman in every start.

After winning a Keeneland maiden race in his second race, Our Moneyman went with Calhoun's stable to Louisiana for the winter. He ran in four stakes for Louisiana-breds, with two wins and a second, including a victory in the $100,000 Crescent City Derby in his first start around two turns. The Derby Day allowance race was Our Moneyman's first start back in Kentucky, where he again ran into tougher open company.

"We were pretty optimistic about him going into his 2-year-old year, and he performed well down there at the Fair Grounds this winter," Calhoun, speaking recently at Churchill Downs, said of last year's champion Louisiana-bred juvenile. "We had a couple of hiccups here and there, some bad luck, but he's really kind of figured things out now. I thought he ran well in the allowance race here. I thought he was probably the best horse that day, just had a little wide trip. So it gave us a little confidence to go back in the Matt Winn.

"Obviously, we knew it was going to be a tall order there if Further Ado ran his race, and he did. But I thought we ran a very, very good race against him that day. So that had us thinking about the Indiana Derby. The horse is really continuing to move forward. We think he's doing very well, and he's got a real chance in the Indiana Derby."

Calhoun, who also won the 2021 Indiana Derby with Mr. Wireless, said Our Moneyman shares Mr. Money's temperament.

"His mental part of it is a lot like his daddy: very quiet, very smart horses, nothing seems to bother them," he said. "And this horse probably wasn't as far along early in his career, even though he was pretty accomplished, as Mr. Money. He seems to be getting kind of to the point where Mr. Money was now."

Thomas said he's had inquiries about purchasing Our Moneyman. But, after all, he named the horse Our Moneyman, not Your Moneyman.

"We've had a lot of interest in Our Moneyman since his race Derby Day, and even more interest since the Matt Winn," Thomas said. "But you spend a lot of time and money breeding horses. The good ones don't come around very often, and so it's really why we do what we do. So why just get rid of it? I mean, it's been a dry spell for us. We've had some nice horses, but not any super nice horses, and so we're excited. We're going to go to Indiana with our fingers crossed and hopefully end up having a fun night.

Mr. Money wins 2019 Indiana Derby
Photo: Coady Photo
Chester Thomas celebrates Mr. Money's Indiana Derby win by hoisting jockey Gabriel Saez in the air

"It's not gonna be easy. Hopefully, the horse shows up, and maybe we get a little bit different set up this time, and get a chance to get a jump on them rather than have to try to play catch up."

A neck defeat in the Pennsylvania Derby (G1) to Math Wizard (who Mr. Money beat in the Indiana and West Virginia Derbys) probably kept Mr. Money from standing in stud in Kentucky. Thomas and Spendthrift Farm, which had bought into Mr. Money after the Pennsylvania Derby, thought his best chance to make it as a sire was in a regional market. Two years in Florida proved unproductive, but Mr. Money has gained traction since moving to Clear Creek Stud in Folsom, La.

Our Moneyman is Mr. Money's leading money-earner at $332,667.

"He's been a very good regional sire with not much help," Calhoun said. "He spent the first couple of years in Florida, and that didn't go well down there. He didn't get a lot of support and didn't really have many foals. He's done very, very well with the opportunities he's had."

Siring a winner of the Indiana Derby "would be a big feather in his cap, a huge promotion for him," Calhoun said. "This is his first year to have a full crop of 2-year-old Louisiana-breds. So hopefully he's going to have a lot more in the pipeline."

This press release has been edited for content and style by BloodHorse Staff.