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Sailor · 2021–2026

Cynthia Olsen

cottage park yc StarHandicapInterclub

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Events
14

86 races · 5 race wins

Win rate
7%

7% win rate · 1 of 14

Podium rate
29%

4 top-three finishes

Typically beats
30%

of boats faced (range 25%–34%, 310 boats)

Best class ranking
#361

Helm in Star · rating -48

Longest win streak
3

race wins in a row

Biggest lift
Stephen Braverman

+32 points of fleet beaten when sailing together

Nemesis
Stephen Braverman

0–32 head to head in 32 races

Rival
Simon Strauss

13–14 in 27 races

Best day
8 Apr 2022

2-5-5-6-9-3-3 · InterClub Nationals 2022

Signature result
2nd of 16

InterClub Nationals 2022 · Interclub · 8 Apr 2022

Partnerships · 3 sailors

  • Stephen Braverman · Children of Winter, Don't Look Back, Unsinkable II · Interclub, Snipe, Star 4events 0 wins together · 2 podiums · 4 events · 0 of 32 races won Beat 70% of the fleet together(+32 vs. without) · best 2nd · Apr 2022 – Aug 2024
  • Jonathan Shore · Don't Look Back · Handicap, Star 3events 0 wins together · 0 podiums · 3 events · 0 of 19 races won Beat 33% of the fleet together(−18 vs. without) · best 7th · Aug 2024 – Aug 2026
  • Dave Winkler · Don't Look Back · Star 1events 0 wins together · 0 podiums · 1 events · 0 of 5 races won Beat 2% of the fleet together · best 56th · Mar 2022 – Mar 2022

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

Rating history

-566017620222023202420252026Helm rating, full-size sailingCrew rating, full-size sailing

— Helm rating, full-size sailing · - - Crew rating, full-size sailing

Event history · 14

DateEventBoatClassRoleFinish
23 Aug 202640th Annual JFK Regatta - A Mass Bay Qualifier8052StarSkipper2nd / 4
7 Aug 20262026 Stars 1st District’s & Ned HayDon't Look BackHandicapSkipper9th / 15
1 Aug 20262026 Sunapee Star Open and District 12 Regatta, Next Gen RegattaDon't Look BackStarBow14th / 26
12 Sep 2025Star District Championships and Secretaries CupChasing ShadowsStarSkipper7th / 12
2 Aug 20252025 Star Sunapee Open & NextGen (under 25) RegattaDon't Look BackStarSkipper11th / 14
16 Aug 20242024 Ted Hood RegattaDon't Look BackStarOther7th / 10
9 Aug 2024Ned Hay Star Regatta 2024Don't Look BackStarCrew3rd / 11
28 Sep 20232023 US Masters National ChampionshipsUnsinkable IISnipeCrew18th / 42
14 Apr 20232023 Interclub National ChampionshipChildren of WinterInterclubCrew8th / 14
11 Sep 20222022 Star World ChampionshipDon't Look BackHandicapSkipper80th / 84
11 Aug 2022Ned Hay Star Regatta 2022 / District 1 ChampionshipCynthia OlsenHandicapSkipper15th / 17
8 Apr 2022InterClub Nationals 2022Children of WinterInterclubCrew2nd / 16
9 Mar 20222022 Bacardi Cup Invitational RegattaDon't Look BackStarOther56th / 57
31 Jul 2021CPYC RegattaTo Benefit Make-A-Wish One DesignDon't Look BackStarSkipper1st / 2

Helm rating, Full-size sailing: -19, #56,966.Crew rating, Full-size sailing: 176, #17,688. Compiled from public results; not an official ranking.