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Sailor · 2019–2026

Caitlyn Flynn

cgsc OptimistHandicap1199

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Events
61

385 races · 12 race wins

Win rate
3%

3% win rate · 2 of 61

Podium rate
15%

9 top-three finishes

Typically beats
67%

of boats faced (90%: 66%–68%, 7,965 boats)

Best class ranking
#545

Helm in Optimist · rating 437

Longest win streak
2

race wins in a row

Nemesis
Annie Ulmer

31–110 head to head in 141 races

Rival
David Porzecanski

87–109 in 197 races

Best day
7 Mar 2026

14-12-6-2-6-9-1-20 · 2026 Optimist Sunshine State Championship · about 1 in 2,164,957,378 by chance

Signature result
1st of 158

2026 Optimist Girls US National Championship · Handicap · 28 Jul 2026

Partnerships · 0 sailors

No crew lists in the archive name anyone sailing with Caitlyn Flynn.

Rating history

-1721484682020202120222023202420252026Helm rating, all classes

Event history · 61

DateEventBoatClassRoleFinish
29 Jul 20262026 Optimist US National ChampionshipCaitlyn FlynnOptimistSkipper18th / 319
28 Jul 20262026 Optimist Girls US National ChampionshipCaitlyn FlynnHandicapSkipper1st / 158
18 Jul 20262026 Charleston Yacht Club Open RegattaCaitlyn FlynnOptimistSkipper5th / 14
23 Apr 20262026 Optimist Team TrialsCaitlyn FlynnOptimistSkipper89th / 228
22 Mar 20262026 MIAMI SAIL WEEKRed1199Skipper15th / 105
7 Mar 20262026 Optimist Sunshine State ChampionshipCaitlyn FlynnOptimistSkipper3rd / 246
26 Feb 20262026 Boomerang Regatta23632OptimistSkipper2nd / 75
22 Feb 2026The Sophia Cup, InauguralCaitlyn FlynnHandicapSkipper2nd / 22
7 Feb 20262026 Valentine's Day RegattaCaitlyn FlynnOptimistSkipper22nd / 197
6 Dec 20252025 USA Junior Olympic Sailing FestivalCaitlyn FlynnOptimistSkipper94th / 128
31 Oct 20252025 USODA Southeast ChampionshipCaitlyn FlynnOptimistSkipper40th / 125
10 Oct 20252025 Optimist Midwest Championship (STQ)Caitlyn FlynnOptimistSkipper88th / 269
27 Sep 20252025 Southeast Dinghy ChampionshipCaitlyn FlynnOptimistSkipper75th / 139
31 Jul 20252025 Optimist US National ChampionshipCaitlyn FlynnOptimistSkipper21st / 259
30 Jul 20252025 Optimist US Girls National ChampionshipCaitlyn FlynnOptimistSkipper7th / 110
19 Jul 20252025 Charleston Yacht Club Open RegattaCaitlyn FlynnOptimistSkipper2nd / 19
12 Jul 202563rd Annual Hobcaw Open Regatta & the USSCA SE Regional Championship II (WQ)Caitlyn FlynnOptimistSkipper3rd / 43
30 Jun 20252025 Optimist New England ChampionshipCaitlyn FlynnOptimistSkipper91st / 164
3 Apr 20252025 Optimist Team TrialsCaitlyn FlynnOptimistSkipper9th / 250
15 Mar 20252025 MIAMI SAIL WEEK - Youth236321161Skipper5th / 93
8 Mar 20252025 Optimist Sunshine State ChampionshipCaitlyn FlynnOptimistSkipper46th / 224
6 Feb 20252025 Valentine's Day RegattaCaitlyn FlynnOptimistSkipper3rd / 201
1 Feb 202516th Annual Buccaneer Blast Regatta23632OptimistSkipper10th / 56
7 Dec 20242024 USA Junior Olympic Sailing FestivalCaitlyn FlynnOptimistSkipper57th / 135
26 Nov 20242024 Optimist Midwinter Championship (STQ)Caitlyn FlynnOptimistSkipper4th / 213

Helm rating across all classes: 437 (±207), #3,667. Compiled from public results; not an official ranking.