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Sailor · 2013–2026

Steve Schupak

byc Harbor 20Lido 14Handicap

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Events
41

225 races · 42 race wins

Win rate
17%

17% win rate · 7 of 41

Podium rate
27%

11 top-three finishes

Typically beats
48%

of boats faced (range 44%–52%, 451 boats)

Best class ranking
#25

Crew in Harbor 20 · rating 195

Longest win streak
3

race wins in a row

Most successful partnership
Tucker Cheadle

6 wins · 7 podiums in 31 events together · 19% win rate

Longest-running crew
Tucker Cheadle

Feb 2020 – Jun 2026 · 31 events

Nemesis
Philip Thompson

18–69 head to head in 87 races

Rival
Bob Yates

38–30 in 68 races

Best day
1 Sep 2021

3-1-1-5-1-2-1-1-1 · 2021 NHYC Summer Twilights - SEPTEMBER

Signature result
2nd of 30

Lido 14 Class Championship Regatta · Lido 14 · 15 Jul 2016

Partnerships · 4 sailors

Most successful partnership: Tucker Cheadle — 6 wins · 7 podiums in 31 events together · 19% win rate
  • Tucker Cheadle · Summer dream, Summer Dream, Tucker Cheadle · H20A, Harbor 20, Hobie 20 31events 6 wins together · 7 podiums · 19% win rate · 37 of 178 races won Beat 46% of the fleet together(−11 vs. without) · best 1st · Feb 2020 – Jun 2026
  • John Drayton · Marisol, Split Personality · Handicap 2events 0 wins together · 1 podiums · 2 events · 0 of 12 races won Beat 43% of the fleet together · best 2nd · Jul 2013 – Oct 2025
  • Victoria Swan · 14 Karat · Lido 14 1events 0 wins together · 0 podiums · 1 events · 0 of 4 races won Beat 50% of the fleet together · best 6th · Mar 2023 – Mar 2023
  • Anne Schupak · Split Personality · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 11 races won Beat 36% of the fleet together · best 8th · Oct 2025 – Oct 2025

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

Rating history

-1098728220172019202120232025Helm rating, full-size sailingCrew rating, full-size sailing

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

Event history · 41

DateEventBoatClassRoleFinish
11 Jun 2026Twilights June - NHYCSummer DreamHarbor 20Crew2nd / 11
7 May 2026Twilight Social Series May - NHYCTucker CheadleHarbor 20Crew6th / 6
15 Feb 2026W.D. Schock Memorial RegattaSummer DreamHarbor 20Crew1st / 7
2 Nov 20252025-2026 NHYC Winter SeriesTucker CheadleHarbor 20Crew15th / 17
18 Oct 2025Barney Lehman ChampionshipSplit PersonalityHandicapCrew8th / 12
20 Sep 20252025 Harbor 20 Fleet 1 ChampionshipSummer DreamHarbor 20Crew10th / 10
8 May 2025Twilights May - NHYCTucker CheadleHarbor 20Crew4th / 11
15 Feb 2025W.D. Schock Regatta - Feb 15-16, 2025Tucker CheadleHarbor 20Crew4th / 6
20 Sep 2024Harbor 20 Fleet 1 Championships - Sept 21-22, 2024Summer DreamHarbor 20Crew4th / 7
14 Sep 2024Fall One Design RegattaSummer DreamHarbor 20Crew1st / 6
12 Jun 2024Twilights June - NHYCSummer DreamHarbor 20Crew6th / 11
8 May 2024Twilights May - NHYCSummer DreamHarbor 20Crew5th / 6
16 Feb 2024WD Schock Memorial RegattaSummer DreamHarbor 20Crew5th / 7
4 Nov 2023NHYC Winter Series - Harbor 20 - 2023/2024Summer DreamHarbor 20Crew13th / 13
2 Aug 2023NHYC Twilight Series - AugustSummer dreamHarbor 20Crew13th / 21
7 Apr 2023Earl Corkett RegattaSummer DreamHarbor 20Crew7th / 12
18 Mar 2023Harry Wood Regatta & Lido 14 District 1 Championship14 KaratLido 14Skipper6th / 11
17 Feb 2023WD Schock Memorial RegattaSummer DreamHarbor 20Crew6th / 9
5 Nov 2022Harbor 20/Finn Winter Series 2022-2023Summer DreamHarbor 20Crew14th / 14
17 Sep 2022Fall One Design RegattaSummer DreamHarbor 20Crew9th / 10
31 Aug 20222022 NHYC Twilights - SEPTEMBER SeriesSteve SchupakHarbor 20Crew9th / 10
3 Aug 20222022 NHYC Twilights - AUGUST SeriesSteve SchupakHarbor 20Crew10th / 17
6 Jul 20222022 NHYC Twilights - JULY SeriesSummer DreamHarbor 20Crew11th / 16
8 Jun 20222022 NHYC Twilights - JUNE SeriesSteve SchupakHarbor 20Skipper11th / 17
4 May 20222022 NHYC Twilights - MAY SERIESSummer DreamHarbor 20Crew7th / 13

Crew rating, Full-size sailing: 266, #9,943.Helm rating, Full-size sailing: 211, #17,934. Compiled from public results; not an official ranking.