Jolly Boss (USA)

Country
United States
Foal Date
05-May-21
Colour
dark bay or brown
Sire
Holy Boss
Dam
Candy Striper
Prize Money
$170277
Trainer
Damon R. Dilodovico
Owners
Winners Circle Partners Xii
About

Jolly Boss, a 4yo dk b/br from the United States, is trained by Damon R. Dilodovico. He is by Holy Boss out of Candy Striper and has secured three victories in his career. On August 17, 2025, at Colonial Downs, Jolly Boss captured his biggest win to date, taking the $43,125 prize in Race 4.

Race Record
Event SummaryRunner StatsRank
Colonial Downs 17-Aug-25 1106m R4 Race 4 $27,169 (of $43,125) Barrier 5, Winning Time: 01:02.220, SP: 5.00 tracked in the two path, was cued between foes in the three path passing the quarter, tipped out to the four path at the top of the lane, kicked on to take the lead nearing the final sixteenth, and held off a late charging outer foe.J Rosado 55.3kg1 (7)
Colonial Downs 31-Jul-25 1609m GOOD (of $54,000), SP: 12/1J Rosado 55.8kg, Cd 0 15.50L10
Colonial Downs 31-Jul-25 1609m GOOD (of $54,000), Winning Time: 01:35.490, SP: 12/1J Rosado 55.8kg, Cd 0 15.50L10
Laurel Park 28-Jun-25 1106m GOOD R9 Race 9 $4,800 (of $48,000) Barrier 4, Winning Time: 01:02.180, SP: 15.00 saved ground on the turn, remained inside horses in the stretch, worked his way outside near the sixteenth pole and rallied.J Rosado 55.8kg 0.80L3 (10)
Laurel Park 01-Jun-25 1106m GOOD R7 Race 7 $960 (of $48,000) Barrier 4, Winning Time: 01:05.180 , outrun, stayed along the inner rail on the turn.A Cruz 55.8kg 14.50L6 (6)
Gulfstream 23-Mar-25 1005m FIRM R10 Race 10 $310 (of $41,000) Barrier 3, Winning Time: 00:56.370, SP: 10.00 was bumped between foes at the start, raced two wide and never threatened.M J Husbands 54.4kg, Cd 57.6kg 4.75L5 (8)
Gulfstream 23-Feb-25 1106m FIRM R4 Race 4 $310 (of $41,000) Barrier 5, Winning Time: 01:42.740, SP: 11.00 raced in the middle of the pack on the outside up the backstretch, continued around the turn in the two path and chased on to the finish.E J Zayas 54.4kg 2.60L5 (8)
Gulfstream 28-Dec-24 1005m FIRM R4 Race 4 $7,400 (of $37,000) Barrier 6, Winning Time: 00:55.200, SP: 3.00 dueled for the early lead from the outside of foes early on, kept on but was no match for the winner.E Gonzalez 53.5kg 3.75L2 (7)
Laurel Park 03-Nov-24 1106m GOOD R1 Race 1 $3,360 (of $48,001) Barrier 2, Winning Time: 01:02.570, SP: 2.00 prompted the pace two wide around the turn, gained the lead in upper stretch, weakened clear in mid stretch and weakened in the drive.A Cruz 54.9kg 2.30L4 (7)
Laurel Park 21-Oct-24 1106m GOOD R9 Race 9 $25,831 (of $41,001) Barrier 6, Winning Time: 01:02.090, SP: evens Ins,kick clr 1/4,drvngA Cruz 55.8kg1 (8)
Laurel Park 22-Sep-24 1106m GOOD R6 Race 6 $3,360 (of $48,001) Barrier 3, Winning Time: 01:02.220, SP: 13/5 Ins,hounded clr,fadeA Cruz 54kg 5.00L4 (7)
Colonial Downs 30-Aug-24 1106m GOOD R7 Race 7 $8,750 (of $87,502) Barrier 10, Winning Time: 01:02.630, SP: 11/5 Chased winner,kept onH Karamanos 53.5kg 1.50L3 (8)
Laurel Park 24-Jun-24 1106m GOOD R1 Md $20,790 (of $32,999) Barrier 3, Winning Time: 01:01.880, SP: 9/5 Sent, rail, drivingS Russell 54kg1 (10)
Laurel Park 04-Nov-23 1106m R5 Md (of $44,000) Barrier 10, Winning Time: 01:06.500 stumbled at the break, was outrun and swung to the five path in upper stretch.A Cruz 55.3kg 7.85L7 (8)
Laurel Park 16-Oct-23 1207m FIRM R6 CLMd $8,800 (of $44,000) Barrier 4, Winning Time: 01:12.460 pressed two wide outside a rival, moved to command near the three eighths, briefly went clear under rating mid turn, came under a ride once collared from his outside entering the lane, ceded to the winner nearing mid stretch, faded late but had enough left to save the place.S Russell 55.3kg 6.50L2 (12)