Skippylongstocking

Skippylongstocking
Sire	Exaggerator [1]
Dam	Twinkling
Damsire	War Chant
Sex	Stallion [2]
Foaled	(2019-04-02) April 2, 2019 (age 6)
Country	United States
Color	Bay (horse) [3]
Breeder	Brushy Hill, LLC
Owner	Daniel Alonso
Trainer	Saffie A. Joseph, Jr.
Record	36: 13 - 3 - 7
Earnings	$5,461,250 [4]
Major wins
Pegasus World Cup Invitational Stakes (2026) [5] Charles Town Classic (2023, 2024) [6] [7] Challenger Stakes (2023, 2024, 2025) [8] [9]
Last updated on February 2, 2026

Skippylongstocking, is an American Thoroughbred racehorse, best known for winning the Grade 1 Pegasus World Cup Invitational. Bred by Brushy Hill, LLC. ^[10]

Background

Skippylongstocking is a bay horse bred by Brushy Hill, LLC.. He is sired by Exaggerator, out of a War Chant mare named Twinkling. Skippylongstocking was sold as a yearling at the 2021 Spring Sale of Two-Year-Olds in Training for $37,000 to Daniel Alonso. ^{[11] [12]}

Racing career

2021: Two-year-old season

Skippylongstocking started his career with three different Maiden races before starting in the Street Sense Stakes, where he finished fourth; ^{[13] [14]} he has run four races into his two-year-old season, winning only one race and earning $53,500.

2022: Three-year-old season

During Skippylongstocking's three-year-old the notable races won are Harlan's Holiday Stakes ^[15] and the West Virginia Derby. ^[16] It was also recommended that the conditions for the Belmont Distance would be right for Skippy; ^[17] the earnings were $724,310 and had three wins during the year.

2023: Four-year-old season

This year the most notable wins for this horse are the 2023 Challenger Stakes and the 2023 Charles Town Classic. There was a close win for the 2023 Prairie Meadows Cornhusker Handicap; ^[18] this year he participated in the Breeders' Cup getting third behind Cody's Wish and National Treasure, this years earnings are $816,375.

2024: Five-year-old season

This year Skippy did not start well not finishing his first race of the year by walking off. ^[19] After two months of resting Skippy won the Challenger Stakes ^[20] and the Oaklawn Handicap ^[21] marking the first time where Skippy won two stakes races in a row.

2025: Six-year-old season

Michelob Ultra Challenger Stakes ^[22] and Hollywood Gold Cup Stakes were the wins for this horse. ^[23] This year Skippy got the lowest Equibase speed rating for its career at the Charles Town Classic Stakes finishing 8th where this horse normally succeeded in years past. ^[24]

Pedigree

Pedigree of Skippylongstocking ^[25]

Sire Exaggerator 2013 dk. b.	Curlin 2004 ch.	Smart Strike	Mr. Prospector
			Classy 'n Smart
		Sherriff's Deputy	Deputy Minister
			Barbarika
	Dawn Raid 2005 dk. b.	Vindication	Seattle Slew
			Strawberry Reason
		Embur Sunshine	Bold Ruckus
			Vevila
Dam Twinkling 2013 dk. b.	War Chant 1997 dk. b.	Danzig	Northern Dancer
			Pas de Nom
		Hollywood Wildcat	Kris S.
			Miss Wildcatter
	Unhurried 2000 dk. b.	Out of Place	Cox's Ridge
			Arabian Dancer
		Laughing Erin	Irish Castle
			Cricket Club

References

1. "Skippylongstocking". www.bloodhorse.com. Retrieved February 2, 2026.
2. "Skippylongstocking (USA) | Horse Profile | Sky Sports Horse Racing". Sky Sports.
3. "Pegasus World Cup Contenders Profile: SKIPPYLONGSTOCKING". 25 January 2025.
4. "Skippylongstocking". www.equibase.com. Retrieved 27 January 2026.
5. "Gulfstream Park Charts". equibase.com. Retrieved February 2, 2026.
6. "Gulfstream". www.equibase.com. Retrieved 27 January 2026.
7. "Equibase". www.equibase.com. Retrieved 27 January 2026.
8. "Tampa bay". www.equibase.com. Retrieved 27 January 2026.
9. "Tampa bay". www.equibase.com. Retrieved 27 January 2026.
10. "Equibase". www.equibase.com. Retrieved 2026-01-27.
11. "OBS Video Player". www.obscatalog.com. Archived from the original on 2024-11-02. Retrieved 2026-01-27.
12. "2021 Spring Sale of Two-Year-Olds in Training". www.obscatalog.com. Archived from the original on 2024-09-14. Retrieved 2026-01-27.
13. "Results". www.equibase.com. Retrieved 2026-01-27.
14. "Equibase Page". www.equibase.com. Retrieved 2026-01-27.
15. ""2022 Harlan's Holiday Stakes Grade 3 - (race 10)"". www.equibase.com. Retrieved 2026-01-27.
16. "2022 West Virginia Derby Grade 3 - (race 8)". www.equibase.com. Retrieved 2026-01-27.
17. "Joseph Believes Belmont Distance Should Suit 'Skippy'". www.bloodhorse.com. Retrieved 2026-01-27.
18. "Prairie Meadows Cornhusker Handicap 2023". www.equibase.com. Retrieved 2026-01-27.
19. "S Pegasus World Cup Invitational S. 2024". www.equibase.com. Retrieved 2026-01-27.
20. "$100,000 Michelob Ultra Challenger Stakes (Gr. 3)". www.equibase.com. Retrieved 2026-01-27.
21. "Oaklawn Handicap (Gr. 2)". www.equibase.com. Retrieved 2026-01-27.
22. "Michelob Ultra Challenger Stakes (Gr. 3)". www.equibase.com. Retrieved 2026-01-27.
23. "Hollywood Gold Cup Stakes (Gr. 2)". www.equibase.com. Retrieved 2026-01-27.
24. "Charles Town Classic Stakes (Gr. 2)". www.equibase.com. Retrieved 2026-01-27.
25. "Five-generation Pedigree Table". JBIS-Search. Retrieved 2026-02-02.