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Sailor · 2023–2026

Charlie Winney

south port sailing club 420HandicapViper 640

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Events
12

75 races · 6 race wins

Win rate
17%

17% win rate · 2 of 12

Podium rate
33%

4 top-three finishes

Typically beats
58%

of boats faced (range 55%–61%, 784 boats)

Best class ranking
#800

Crew in 420 · rating 110

Longest win streak
2

race wins in a row

Most successful partnership
Charlie Lilly

2 wins · 3 podiums in 7 events together · 29% win rate

Biggest lift
Charlie Lilly

+12 points of fleet beaten when sailing together

Longest-running crew
Charlie Lilly

Jul 2024 – Jun 2026 · 7 events

Nemesis
Cole Buczkowski

3–30 head to head in 33 races

Rival
Brandt Adams

13–14 in 27 races

Best day
12 Jul 2025

1-2-1-2-1 · 2025 Seahorse Regatta

Signature result
1st of 61

PCYC Four Sisters Open 2025 · Handicap · 19 Jul 2025

Partnerships · 8 sailors

Most successful partnership: Charlie Lilly — 2 wins · 3 podiums in 7 events together · 29% win rate
  • Charlie Lilly · Blue ZIM, Charlie Lilly, Juno, Spector · 420, Handicap 7events 2 wins together · 3 podiums · 29% win rate · 6 of 47 races won Beat 71% of the fleet together(+12 vs. without) · best 1st · Jul 2024 – Jun 2026
  • Charlie Lily · Juno · 420, Handicap 2events 0 wins together · 0 podiums · 2 events · 0 of 9 races won Beat 67% of the fleet together · best 20th · Jul 2026 – Jul 2026
  • Will Parkolab · Gone Banana · Viper 640 1events 0 wins together · 1 podiums · 1 events · 0 of 8 races won Beat 75% of the fleet together · best 3rd · Sep 2025 – Sep 2025
  • Donavan Beckett · Jesse's Girl · Shark 1events 0 wins together · 0 podiums · 1 events · 0 of 6 races won Beat 54% of the fleet together · best 14th · Sep 2024 – Sep 2024
  • Michael Weber · Gone Banana · Viper 640 1events 0 wins together · 1 podiums · 1 events · 0 of 8 races won Beat 75% of the fleet together · best 3rd · Sep 2025 – Sep 2025
  • Jesse Davidson · Jesse's Girl · Shark 1events 0 wins together · 0 podiums · 1 events · 0 of 6 races won Beat 54% of the fleet together · best 14th · Sep 2024 – Sep 2024
  • Marina Maffessanti · Gone Banana · Viper 640 1events 0 wins together · 1 podiums · 1 events · 0 of 8 races won Beat 75% of the fleet together · best 3rd · Sep 2025 – Sep 2025
  • Parker Sheehan · Black · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 5 races won Beat 33% of the fleet together · best 15th · Sep 2023 – Sep 2023

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

Rating history

011523020252026Crew rating, all classes

Event history · 12

DateEventBoatClassRoleFinish
23 Jul 20262026 C420 Open North AmericansJuno420Skipper74th / 170
18 Jul 2026PCYC Four Sisters Open 2026JunoHandicapCrew20th / 87
22 Jun 20262026 Club 420 Mid-Atlantic ChampionshipCharlie Lilly420Crew22nd / 61
14 Feb 20262026 Club 420 Midwinter Championship for the John V. Hanson TrophyJuno420Crew81st / 158
6 Sep 20252025 Melges 24 and Viper 640 Canadian National ChampionshipGone BananaViper 640Tactician3rd / 9
19 Jul 2025PCYC Four Sisters Open 2025JunoHandicapCrew1st / 61
12 Jul 20252025 Seahorse RegattaJuno420Crew1st / 29
15 Feb 20252025 Club 420 Midwinter Championship for the John V. Hanson TrophyJuno420Crew106th / 141
28 Sep 20242024 Homecomers RegattaJesse's GirlSharkMid Mast14th / 29
6 Sep 20242024 Cornish Hen Dinghy RegattaSpectorHandicapCrew2nd / 20
5 Jul 2024SAILFEST SARNIA 2024 & Force 5 North AmericansBlue ZIM420Other4th / 9
8 Sep 2023Cornish Hen Dinghy RegattaBlackHandicapCrew15th / 22

Crew rating across all classes: 230, #12,324.Helm rating across all classes: 19. Compiled from public results; not an official ranking.