Tampa Bay Handicapping Contest Won By Veteran Horseplayer

High Rollers top five finishers, left to right: David Brownfield, Dylan Donnelly, Brian Chenvert, Jeff Van Drie, Mark Vitaliano

David Brownfield was a one-man wrecking crew on the second day of the High Rollers Handicapping Contest Presented by Horse Tourneys on Saturday 2/21/26 at Tampa Bay Downs.

Brownfield picked the four highest-priced winners on the 10-race card, starting with Hurricane Season ($93.20) in the second race. Subsequent revelations came in the fourth race with Queen Diana ($22.40); the fifth with Mr in Personal ($48.60); and the seventh with Holiday Fantasy ($56.60).

Although four seats to an upcoming National Thoroughbred Racing Association/National Horseplayers Championship were at stake in the two-day contest, suspense about the identity of the overall winner faded quickly Saturday. By the close of the afternoon, Brownfield’s original $500 bankroll had ballooned to $4,960, leaving the remainder of the 129-player field to vie for the three remaining NTRA/NHC seats at an upcoming tournament.

Evan Trommer had already won a seat by virtue of his Day 1 total of $920. Brian Chenvert won a seat as the overall runner-up with a final bankroll amount of $2,797.50.

With Brownfield also the Day 2 leader and an NTRA rule prohibiting a contest entrant from winning two seats, the fourth and final available seat went to Jeff Van Drie, the third-place overall finisher with a $2,682.50 bankroll.

Brownfield, Chenvert, Trommer and Van Drie had already qualified for the 2026 NTRA/NHC tournament and chose to apply the weekend’s prize seats to the 2027 tournament. This year’s championship will be held the weekend of March 13-15 at the Horseshoe Las Vegas.

Almost $45,000 in prize money was paid out to the top five finishers. Brownfield earned $22,450; Chenvert won $8,980; Van Drie collected $6,735; fourth-place finisher Mark Vitaliano took home $4,490; and fifth-place finisher Dylan Donnelly won $2,245.

Pictured in the accompanying photograph are (left to right): David Brownfield; Dylan Donnelly; Brian Chenvert; Jeff Van Drie; and Mark Vitaliano.

source: Tampa Bay Downs

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About Editor

Rich Nilsen is a 20-time qualifier to the National Horseplayers Championship (NHC), an event he has cashed in 5 times. He was the first player to finish in the top 10 of the NHC twice. A former executive with Brisnet.com and member of the NHC Players’ Committee, Rich is a graduate of the UofL Equine Business Program and is founder of AGameofSkill.com, a site devoted to horse racing education and promotion. He was elected into the NHC Hall of Fame in 2025.

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