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Sailor · 2022–2026

Leo Kiley

stamford yacht club OptimistRS FevaHandicap

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Events
20

76 races · 9 race wins

Win rate
15%

15% win rate · 3 of 20

Podium rate
35%

7 top-three finishes

Typically beats
75%

of boats faced (range 73%–78%, 889 boats)

Best class ranking
#53

Helm in RS Feva · rating 241

Longest win streak
3

race wins in a row

Most successful partnership
Wright Malloy

2 wins · 5 podiums in 6 events together · 33% win rate

Biggest lift
Wright Malloy

+19 points of fleet beaten when sailing together

Longest-running crew
Wright Malloy

Jul 2025 – Aug 2026 · 6 events

Nemesis
Alex Von der Wense

2–15 head to head in 17 races

Rival
Oliver Gill

18–12 in 30 races

Best day
13 Jul 2026

1-1-1-DNF-4-2-1-1-2 · 2026 Larchmont Junior Race Week

Signature result
1st of 53

2026 Larchmont Junior Race Week · RS Feva · 13 Jul 2026

Partnerships · 2 sailors

Most successful partnership: Wright Malloy — 2 wins · 5 podiums in 6 events together · 33% win rate
  • Wright Malloy · Breakaway, Breakwater · RS Feva 6events 2 wins together · 5 podiums · 33% win rate · 7 of 28 races won Beat 93% of the fleet together(+19 vs. without) · best 1st · Jul 2025 – Aug 2026
  • Robert Wright Malloy · Breakaway · RS Feva 2events 0 wins together · 0 podiums · 2 events · 0 of 10 races won Beat 75% of the fleet together · best 6th · Jul 2025 – Jul 2025

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

Rating history

02104202023202420252026Helm rating, full-size sailing

Event history · 20

DateEventBoatClassRoleFinish
3 Aug 20262026 JSA Feva Champs - Stamford Yacht ClubBreakawayRS FevaSkipper3rd / 52
23 Jul 20262026 Cedar Point Yacht Club JSA Race WeekBreakawayRS FevaSkipper3rd / 30
13 Jul 20262026 Larchmont Junior Race WeekBreakawayRS FevaSkipper1st / 53
2 Jul 2026Eastern Districts 2026 c420/FevaBreakawayRS FevaSkipper1st / 17
30 Jul 20252025 JSA Feva Championships & RS Feva North AmericansBreakawayRS FevaCrew13th / 41
24 Jul 20252025 Cedar Point Yacht Club Jr. Race WeekBreakawayRS FevaCrew6th / 25
21 Jul 20252025 STAM Cannon Cup Opti Area CWave SliderOptimistSkipper1st / 39
14 Jul 20252025 Larchmont Junior Race WeekBreakwaterRS FevaSkipper2nd / 62
3 Jul 2025Eastern Districts Feva and c420BreakawayRS FevaSkipper6th / 17
3 Aug 20242024 JSA Optimist ChampionshipsWave SliderOptimistSkipper108th / 121
30 Jul 20242024 Opti Area C Regatta at CPYCWave SliderOptimistSkipper4th / 43
21 Jul 20242024 STAM Cannon Cup Opti Area CWave SliderOptimistSkipper11th / 43
5 Jul 20242024 Pequot Opti RumbleWave SliderOptimistSkipper4th / 49
17 Jun 20242024 Larchmont Race Week Opti DayWave SliderOptimistSkipper6th / 55
31 Jul 20232023 Opti Area C Regatta at CPYCWave SliderOptimistSkipper6th / 41
23 Jul 20232023 STAM Cannon Cup Opti Area CLeo KileyOptimistSkipper17th / 39
19 Jul 20232023 Larchmont Race Week Opti DayLeo KileyHandicapSkipper8th / 63
13 Jul 2023AYC Opti Area B Regatta 2023Leo KileyHandicapSkipper29th / 29
7 Jul 20232023 Pequot Race Week - Opti RumbleWave SliderOptimistSkipper9th / 60
31 Jul 2022Breakwater Cup 2022Salty SailorOptimistSkipper3rd / 30

Helm rating, Full-size sailing: 420, #4,335.Crew rating, Full-size sailing: 92. Compiled from public results; not an official ranking.