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Sailor · 2022–2026

Cullen O'Leary

fyc OptimistOpti BlueHandicap

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Events
19

122 races · 1 race win

Win rate
0%

0% win rate · 0 of 19

Podium rate
0%

0 top-three finishes

Typically beats
35%

of boats faced (90%: 31%–40%, 322 boats)

Best class ranking
#11423

Helm in Optimist · rating -110

Nemesis
Amelia Graham

8–91 head to head in 100 races

Rival
Leilani Letourneau

23–24 in 49 races

Best day
5 May 2023

3-6-6-4-4-4-7-1-2-3-4-13-12 · Cowford Cup 2023 · about 1 in 147 by chance

Signature result
8th of 38

Mount Dora Yacht Club 71st Regatta · Optimist · 22 Mar 2024

Partnerships · 5 sailors

  • Mark Fraser · Leath Ama · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 25% of the fleet together · best 4th · Sep 2025 – Sep 2025
  • Ryan O'Leary · Leath Ama · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 25% of the fleet together · best 4th · Sep 2025 – Sep 2025
  • Francois Ruel · Leath Ama · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 25% of the fleet together · best 4th · Sep 2025 – Sep 2025
  • Scott Wile · Leath Ama · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 25% of the fleet together · best 4th · Sep 2025 – Sep 2025
  • Todd Thompson · Leath Ama · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 25% of the fleet together · best 4th · Sep 2025 – Sep 2025

Lift shows how much better this sailor finishes with that partner aboard.

Rating history

-201-88242023202420252026Helm rating, all classes

Event history · 19

DateEventBoatClassRoleFinish
2 May 2026Cowford Cup 2026Wild GoatsOptimistSkipper16th / 20
10 Apr 20262026 St. Augustine Race Week Youth RegattaWild GoatsOptimistSkipper13th / 29
13 Dec 2025SAILJAX 2025Wild GoatsOptimistSkipper25th / 27
13 Sep 2025Equinox Regatta 2025Wild GoatsOptimistSkipper9th / 21
6 Sep 2025Convoy Cup 2025 - Coastal RacesLeath AmaHandicapCrew4th / 5
26 Apr 2025Cowford Cup 2025Wild GoatsOptimistSkipper16th / 17
13 Dec 2024SAILJAX 2024Wild GoatsOptimistSkipper24th / 24
26 Oct 202418th Annual Florida Inland Lakes Championship Regatta9515Opti BlueSkipper10th / 12
20 Sep 2024Equinox Regatta 2024Wild GoatsOptimistSkipper11th / 11
3 May 2024Cowford Cup RegattaWild GoatsOptimistSkipper15th / 16
22 Mar 2024Mount Dora Yacht Club 71st RegattaWild GoatsOptimistSkipper8th / 38
7 Dec 2023SAILJAXWild GoatsOptimistSkipper12th / 14
28 Oct 202317th Annual Florida inland Lakes Championship Regatta9515Opti BlueSkipper7th / 8
22 Sep 2023Equinox Regatta 2023Wild GoatsOptimistSkipper7th / 11
5 May 2023Cowford Cup 2023Wild GoatsOptimistSkipper5th / 16
24 Mar 2023Mount Dora Yacht Club 70th RegattaWild GoatsOptimistSkipper15th / 18
8 Dec 2022Sail JAX 2022Cullen O'LearyOptimistSkipper15th / 15
29 Oct 202216th Annual Florida inland Lakes Championship Regatta9515OptimistSkipper8th / 27
29 Apr 202211th Annual Cowford Cup 2022Cullen O'LearyOptimistSkipper8th / 12

Helm rating across all classes: -108 (±164), #69,702. Compiled from public results; not an official ranking.