Veteran, Trainer Jeff Hiles Seeks First Stakes Win With Shesa Mystery In Dogwood

Jeff Hiles launched his training career just four years ago but the 41-year-old United States Marine Corp. veteran is poised to record his first stakes victory with 3-year-old filly Shesa Mystery in Saturday's $275,000 Dogwood (Grade 3) at Churchill Downs.

Owned by John Gaynor's Let It Ride Stables, Shesa Mystery enters Saturday's seven-furlong Dogwood with a lifetime record of 5-2-1-0 with $84,332 in purse earnings. The chestnut filly by Verrazano broke her maiden four starts ago at Indiana Grand by 4 ¾ lengths and returned three weeks later to score a 2 ¾-length first-level allowance victory.

“We're really excited about her in this spot,” Hiles said. “She's coming into this race in great shape. (Carribean Caper) is a really nice filly for (trainer) Al (Stall Jr.) but if she can handle the shortened distance I think she'll run a big effort.”

Shesa Mystery finished second two starts ago in the $225,000 Iowa Oaks (GIII) and enters Saturday's affair with an enigmatic seventh-place finish in the $100,000 Pucker Up (G3) over the turf.

Hiles is quietly having a solid year hitting at a 25 percent win-clip with 13 wins from 53 starters. His purse earnings of $313,761 are higher than his first three years of his training career combined.

Fans may recognize Hiles as the son of veteran Kentucky-based conditioner Rick Hiles. Prior to starting his career in 2018, Hiles served as the Churchill Downs-based assistant to Kenny McPeek.

Shesa Mystery is based at Highpointe Farm and Training Center which is located in La Grange, Ky., about 45 minutes northeast of Churchill Downs.

The Dogwood drew a compact field of seven 3-year-old fillies and was carded as Race 8 with a post time of 4:22 p.m. (all times Eastern). Saturday's 11-race card features a stakes trio including the inaugural runnings of the $275,000 Bourbon Trail® and $275,000 Harrods Creek, both for 3-year-olds. First post is 12:45 p.m.

The complete Dogwood field from the rail out (with jockey, trainer and morning line odds):

  1. Coppelia (Martin Garcia, Phil Bauer, 15-1)
  2. Carribean Caper (Colby Hernandez, Stall, even-money)
  3. Li'l Tootsie (James Graham, Tom Amoss, 3-1)
  4. Malloy (Joe Talamo, Wayne Catalano, 10-1)
  5. Shesa Mystery (Miguel Mena, Hiles, 10-1)
  6. Patty H (Julien Leparoux, Mike Miceli, 7-2)
  7. Someone Said So (Adam Beschizza, Coty Rosin, 15-1)

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Army Wife Marches To Iowa Oaks Victory; Stilleto Boy Tiptoes On Lead For Derby Upset

Coming off an impressive victory in the Grade 2 George E. Mitchell Black-Eyed Susan Stakes on May 14, Army Wife invaded Prairie Meadows in Altoona, Iowa, to take Friday night's Grade 3, $225,000 Iowa Derby by 3 3/4 lengths as the even-money favorite.

The Oaks was one of two graded stakes on the night, along with the G3 Prairie Meadows Cornhusker Handicap. The third big race of the evening was the $250,000 Iowa Derby

Trained by Mike Maker and racing for W. Kirk Wycoff's Three Diamonds Farm, Army Wife was ridden to victory by Joel Rosario, who was aboard the Declaration of War filly for the first time in the Black-Eyed Susan at Pimlico. She covered 1 1/16 miles in 1:43.10 and paid $4 to win, It was her fourth victory from nine career starts.

Shesa Mystery finished second, with 8-5 second choice Pauline's Pearl 2 1/2 lengths farther back in third and The Grass Is Blue fourth in the field of six 3-year-old fillies. Sister Annie finished fifth, with Windmill trailing the field. Oliviaofthedesert was scratched.

Rosario was content to secure a cozy spot on the rail aboard Army Wife, who raced in fourth position early and in the run down the backstretch. Sister Annie hung up fractions of :24.27, :48.18 and 1:12.06 for the first six furlongs, with Shesa Mystery putting pressure on her going into the far turn.

Sister Annie and Shesa Mystery battled for the lead on the turn for home, but Rosario had them both measured, swinging Army Wife off the rail three wide into the stretch, hitting the front nearing the eighth pole and drawing off for the victory.

In the $250,000 Iowa Derby, New York-based jockey Jose Ortiz gunned Stilleto Boy to the lead at the start and the Kentucky-bred gelding by Shackleford relaxed on the front end, repelled a challenge from Flash of Mischief around the far turn, then cruised to victory by 4 1/2 lengths.

Trained by Doug Anderson and bred by John and Iveta Kerber, the Iowa Derby winner is owned by the Kerbers, Michael Coleman, Aaron Kennedy and trainer Anderson. Stilleto Boy was winning for the second time in seven career starts, having earned his maiden diploma in his fifth start, going wire to wire at Oaklawn Park on April 17. In his most recent start, Stilleto Boy finished fourth after never getting the lead in the Prairie Mile Stakes at Prairie Meadows on June 4.

Sent off  the longest shot in the field of six (following scratches of Proxy, Bourbon Thunder and Snow House), Stilleto Boy paid $35.40 for the win. He ran the 1 1/16 miles on a fast track in 1:42.64 after setting fractions of :23.79, :47.73, 1:11.48 and 1:36.12.

“We wanted him on the front end and Jose did a fantastic job of getting him there,” said Andersen.

Flash of Mischief, who chased Stilleto Boy throughout, held second as a 12-1 outsider for trainer Karl Broberg, with Gagetown2 1/2 lengths back in third and 2-1 second choice Super Stock a neck back in fourth. Nova Rags, the 9-5 favorite, finished fifth, with Rightandjust trailing the field.

Jose Ortiz and Stilleto Boy upset the Iowa Derby

 

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