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Sailor · 2008–2026

William Simmons

horseshoe harbor yacht club HandicapHerreshoff S ClassPHRF handicap

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Events
54

200 races · 70 race wins

Win rate
39%

39% win rate · 21 of 54

Podium rate
74%

40 top-three finishes

Typically beats
62%

of boats faced (range 58%–66%, 393 boats)

Best class ranking
#13

Helm in Herreshoff S Class · rating 130

Longest win streak
5

race wins in a row

Most successful partnership
Wendy Simmons

3 wins · 5 podiums in 5 events together · 60% win rate

Biggest lift
Wendy Simmons

+9 points of fleet beaten when sailing together

Longest-running crew
John Cutsumpas

Sep 2014 – Jun 2025 · 7 events

Nemesis
Bob Willis

2–14 head to head in 16 races

Best day
1 Aug 2015

1-2-1-1-1 · 2015 YRALIS PHRF and One-Design Championships

Signature result
1st of 10

2024 Heritage Cup Classic Yacht Regatta · Handicap · 7 Sep 2024

Partnerships · 16 sailors

Most successful partnership: Wendy Simmons — 3 wins · 5 podiums in 5 events together · 60% win rate
  • John Cutsumpas · Allegro · Handicap, Herreshoff S Class, PHRF handicap 7events 3 wins together · 5 podiums · 43% win rate · 8 of 20 races won Beat 52% of the fleet together(−18 vs. without) · best 1st · Sep 2014 – Jun 2025
  • Wendy Simmons · Allegro · Handicap, Herreshoff S Class, PHRF handicap 5events 3 wins together · 5 podiums · 60% win rate · 3 of 6 races won Beat 76% of the fleet together(+9 vs. without) · best 1st · Sep 2017 – Sep 2024
  • Wynn Simmons · Allegro · Handicap, Herreshoff S Class 4events 1 wins together · 4 podiums · 4 events · 3 of 8 races won Beat 46% of the fleet together(−24 vs. without) · best 1st · Sep 2014 – Sep 2024
  • Richard Smith · Allegro · Handicap 2events 1 wins together · 2 podiums · 2 events · 1 of 3 races won Beat 91% of the fleet together · best 1st · Sep 2017 – Sep 2024
  • Michael Engelbert · Allegro · Handicap, PHRF handicap 2events 1 wins together · 1 podiums · 2 events · 4 of 10 races won Beat 50% of the fleet together · best 1st · Sep 2024 – Jun 2025
  • Eric Hanson · Allegro · PHRF handicap 1events 1 wins together · 1 podiums · 1 events · 1 of 1 race won Beat 100% of the fleet together · best 1st · Aug 2024 – Aug 2024
  • Matthew Romano · Narwhal · J/70 1events 0 wins together · 0 podiums · 1 events · 1 of 8 races won Beat 39% of the fleet together · best 9th · Jul 2021 – Jul 2021
  • Aisling Sullivan · Tres Burritos · J/70 1events 0 wins together · 0 podiums · 1 events · 0 of 8 races won Beat 29% of the fleet together · best 13th · Jul 2022 – Jul 2022
  • Merrtt Sellers · Tres Burritos · J/70 1events 0 wins together · 0 podiums · 1 events · 0 of 8 races won Beat 29% of the fleet together · best 13th · Jul 2022 – Jul 2022
  • Tim Kemp · Allegro · PHRF handicap 1events 0 wins together · 0 podiums · 1 events · 3 of 9 races won Beat 0% of the fleet together · best 5th · Jun 2025 – Jun 2025

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

Rating history

-19542279200920122015201820212024Helm rating, all classesCrew rating, all classes

— Helm rating, all classes · - - Crew rating, all classes

Event history · 54

DateEventBoatClassRoleFinish
11 Jul 2026128th Larchmont Race WeekAllegroHandicapCaptain2nd / 3
9 Jul 20262026 Can One Thursday Night SeriesAllegroPHRF handicapBoat Captain1st / 5
13 Sep 20252025 IHYC Classic Yacht RegattaAllegroHandicapCaptain7th / 14
6 Sep 20252025 Heritage Cup Classic Yacht RegattaAllegroHandicapCaptain3rd / 4
2 Aug 202521st Annual YRALIS Championship Regatta (PHRF and One-Design)AllegroHerreshoff S ClassSkipper1st / 3
12 Jul 2025127th Larchmont Race WeekAllegroHerreshoff S ClassSkipper3rd / 3
12 Jul 2025127th Larchmont Race WeekAllegro (Ex Rocks)PHRF handicapSkipper6th / 18
5 Jun 20252025 Can One Thursday Night SeriesAllegroPHRF handicapOther5th / 5
14 Sep 2024IHYC Classic Yacht RegattaAllegroHandicapOther3rd / 12
7 Sep 20242024 Heritage Cup Classic Yacht RegattaAllegroHandicapOther1st / 10
30 Aug 20242024 Shields Western DistrictsAllegroHandicapCrew1st / 4
17 Aug 20242024 Governor's Cup Charity RegattaAllegroPHRF handicapOther1st / 4
18 Jul 20242024 Can One Thursday Night SeriesAllegroPHRF handicapOther8th / 10
13 Jul 2024126th Larchmont Race WeekAllegroHerreshoff S ClassOther3rd / 6
13 Jul 2024126th Larchmont Race WeekAllegroPHRF handicapSkipper20th / 27
14 Jul 2023125th Larchmont Race WeekAllegroPHRF handicapSkipper10th / 23
14 Jul 2023125th Larchmont Race WeekAllegroHerreshoff S ClassOther1st / 6
10 Sep 20222022 Classic Yacht RegattaAllegroHandicapOther2nd / 9
29 Jul 20222022 Little Traverse Yacht Club Regatta - Ugotta RegattaTres BurritosJ/70Bow13th / 18
16 Jul 2022124th Larchmont Race WeekAllegroHerreshoff S ClassOther3rd / 5
28 Jun 20222022 Little Traverse Yacht Club - Summer Tuesday Night SeriesNeena MacPHRF handicapOther1st / 2
11 Sep 20212021 Classic Yacht RegattaAllegroHandicapOther1st / 3
7 Aug 202117th Annual YRALIS Championships Regatta (PHRF and One-Design)AllegroHerreshoff S ClassOther2nd / 4
30 Jul 20212021 Little Traverse Yacht Club Regatta - Ugotta RegattaNarwhalJ/70Spinnaker trimmer9th / 14
12 Sep 20202020 Classic Yacht RegattaAllegroHandicapOther5th / 5

Helm rating across all classes: 199, #19,269.Crew rating across all classes: -159, #61,436. Compiled from public results; not an official ranking.