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Sailor · 2022–2026

Olivia Moskowitz

diyc SunfishHandicapORC handicap

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Events
20

66 races · 3 race wins

Win rate
20%

20% win rate · 4 of 20

Podium rate
20%

4 top-three finishes

Typically beats
29%

of boats faced (range 26%–32%, 784 boats)

Best class ranking
#1211

Helm in Sunfish · rating -257

Most successful partnership
Calvin Troutt

1 wins · 1 podiums in 3 events together

Best trio
Avery Troutt & Stephen Mitcham

1 wins · 1 podiums in 3 events, all three aboard

Biggest lift
Calvin Troutt

+14 points of fleet beaten when sailing together

Nemesis
Emily Wagner

1–37 head to head in 41 races

Signature result
1st of 40

2026 Tampa Bay Hospice Cup · Handicap · 11 Apr 2026

Partnerships · 11 sailors

Most successful partnership: Calvin Troutt — 1 wins · 1 podiums in 3 events together
  • Calvin Troutt · Breezin Bayou · ORC handicap, PHRF handicap 3events 1 wins together · 1 podiums · 3 events · 1 of 8 races won Beat 47% of the fleet together(+14 vs. without) · best 1st · Feb 2023 – Feb 2024
  • Stephen Mitcham · Breezin Bayou · ORC handicap, PHRF handicap 3events 1 wins together · 1 podiums · 3 events · 1 of 8 races won Beat 47% of the fleet together(+14 vs. without) · best 1st · Feb 2023 – Feb 2024
  • Avery Troutt · Breezin Bayou · ORC handicap, PHRF handicap 3events 1 wins together · 1 podiums · 3 events · 1 of 8 races won Beat 47% of the fleet together(+14 vs. without) · best 1st · Feb 2023 – Feb 2024
  • Scott Judson · Breezin Bayou · ORC handicap, PHRF handicap 2events 1 wins together · 1 podiums · 2 events · 1 of 2 races won Beat 50% of the fleet together · best 1st · Feb 2023 – Apr 2023
  • Carla Mitcham · Breezin Bayou · ORC handicap, PHRF handicap 2events 0 wins together · 0 podiums · 2 events · 0 of 6 races won Beat 20% of the fleet together · best 7th · Feb 2023 – Feb 2024
  • Brian Wassmuth · Breezin Bayou · ORC handicap, PHRF handicap 2events 1 wins together · 1 podiums · 2 events · 1 of 2 races won Beat 50% of the fleet together · best 1st · Feb 2023 – Apr 2023
  • Chad Edwards · Breezin Bayou · ORC handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 6 races won Beat 40% of the fleet together · best 7th · Feb 2024 – Feb 2024
  • Nicholay Calhoun · Breezin Bayou · PHRF handicap 1events 0 wins together · 0 podiums · 1 events Beat 0% of the fleet together · best 13th · Feb 2023 – Feb 2023
  • Michael Reiring · Breezin Bayou · PHRF handicap 1events 0 wins together · 0 podiums · 1 events Beat 0% of the fleet together · best 13th · Feb 2023 – Feb 2023
  • Sean Motta · Breezin Bayou · ORC handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 6 races won Beat 40% of the fleet together · best 7th · Feb 2024 – Feb 2024

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

Rating history

-253-113272023202420252026Helm rating, full-size sailingCrew rating, full-size sailing

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

Event history · 20

DateEventBoatClassRoleFinish
9 Oct 2026USSCA Women's North American ChampionshipOlivia MoskowitzSunfishSkipper35th / 45
11 Apr 20262026 Tampa Bay Hospice CupGreen GazelleHandicapSkipper1st / 40
19 Mar 2026ISCA US NationalsOlivia MoskowitzSunfishSkipper73rd / 74
14 Mar 2026ISCA International MastersOlivia MoskowitzSunfishSkipper74th / 89
5 Sep 20252025 USSCA Women's North American Championship81799SunfishSkipper33rd / 36
11 Jun 2025The 2025 Sunfish North American Championship81799SunfishSkipper75th / 79
26 Apr 2025Gulf Coast Sunfish Regional Championship 202581799SunfishSkipper20th / 24
12 Apr 20252025 Tampa Bay Hospice CupGreen GazelleHandicapSkipper43rd / 44
5 Apr 2025Dick Tillman Spring Small Boat RegattaOlivia MoskowitzSunfishSkipper13th / 14
13 Apr 20242024 Tampa Bay Hospice CupGreen GazelleHandicapSkipper1st / 40
16 Feb 20242024 Helly Hansen Sailing World Regatta Series - St. PetersburgBreezin BayouORC handicapMast7th / 11
15 Jul 202352nd Annual World’s Longest Sunfish Race, Around Shelter Island, NY1764431SunfishSkipper42nd / 75
28 Apr 20232023 44th Suncoast RaceweekBreezin BayouORC handicapMast1st / 4
22 Apr 20232023 Tampa Bay Hospice CupGreen GazelleHandicapSkipper1st / 25
29 Mar 2023SUNFISH NATIONAL AT MIDWINTERS 202381799SunfishSkipper65th / 68
17 Feb 20232023 Helly Hansen Sailing World Regatta Series - St. PetersburgBreezin BayouPHRF handicapMast13th / 13
19 Nov 2022Rescheduled - The 1st Annual Breast Cancer Awareness Small Boat RegattaNoneSunfishSkipper5th / 8
12 Nov 20222022 Sunfish Florida Regionals81799SunfishSkipper25th / 29
23 Sep 2022Sunfish Women's North American Championships78818SunfishSkipper21st / 24
4 Apr 2022Rainbow Regatta 202278744SunfishSkipper29th / 62

Helm rating, Full-size sailing: -247, #82,970.Crew rating, Full-size sailing: 27. Compiled from public results; not an official ranking.