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Sailor · 2014–2026

Miles Wolff

lauderdale yacht club OptimistPHRF handicapCollege keelboat

Search sailors · About these ratings

Events
39

271 races · 32 race wins

Win rate
18%

18% win rate · 7 of 39

Podium rate
28%

11 top-three finishes

Typically beats
67%

of boats faced (range 65%–69%, 1,608 boats)

Best class ranking
#2019

Helm in Optimist · rating 253

Longest win streak
5

race wins in a row

Most successful partnership
Luke Tougas

3 wins · 3 podiums in 6 events together · 50% win rate

Best trio
Bo Dwyer & John Polek

2 wins · 2 podiums in 3 events, all three aboard

Biggest lift
Phoenix Bliss

+24 points of fleet beaten when sailing together

Longest-running crew
Jon Jon Weed

Mar 2023 – Nov 2025 · 5 events

Nemesis
Cooper Walshe

20–53 head to head in 73 races

Rival
James McCullough

33–31 in 64 races

Best day
18 Oct 2014

8-15-10-2-6-5-2-1-1 · River Romp 2014: US Junior Olympic Sailing Regatta

Signature result
1st of 113

River Romp 2014: US Junior Olympic Sailing Regatta · Optimist · 18 Oct 2014

Partnerships · 60+ sailors

Most successful partnership: Luke Tougas — 3 wins · 3 podiums in 6 events together · 50% win rate
  • John Polek · College of Charleston (Cougars), Kestrel, Zephyr CofC 1 · College keelboat, J/105 7events 3 wins together · 5 podiums · 43% win rate · 12 of 50 races won Beat 82% of the fleet together(+18 vs. without) · best 1st · Feb 2025 – Nov 2025
  • Luke Tougas · College of Charleston (Cougars), Kanga, Kestrel, Smiling Whale · College keelboat, J/105, PHRF handicap 6events 3 wins together · 3 podiums · 50% win rate · 6 of 27 races won Beat 75% of the fleet together(+10 vs. without) · best 1st · May 2024 – Jul 2026
  • Jon Jon Weed · College of Charleston (Cougars), St. Mary's College of Maryland (Seahawks) · College keelboat, College team racing 5events 2 wins together · 5 podiums · 40% win rate · 21 of 42 races won Beat 87% of the fleet together(+23 vs. without) · best 1st · Mar 2023 – Nov 2025
  • Gweneth Nechas · College of Charleston (Cougars) · College keelboat 5events 2 wins together · 4 podiums · 40% win rate · 10 of 34 races won Beat 83% of the fleet together(+18 vs. without) · best 1st · Feb 2025 – Nov 2025
  • John McCarthy · College of Charleston (Cougars), Kestrel, Zephyr CofC 1 · College keelboat, J/105 5events 1 wins together · 3 podiums · 20% win rate · 7 of 41 races won Beat 69% of the fleet together(+2 vs. without) · best 1st · Feb 2025 – Mar 2026
  • Phoenix Bliss · College of Charleston (Cougars) · College keelboat 4events 2 wins together · 4 podiums · 4 events · 10 of 27 races won Beat 88% of the fleet together(+24 vs. without) · best 1st · Feb 2025 – Nov 2025
  • Bo Dwyer · College of Charleston (Cougars), Hull 63 · College keelboat, Handicap 4events 2 wins together · 2 podiums · 4 events · 5 of 18 races won Beat 69% of the fleet together(+2 vs. without) · best 1st · Sep 2025 – Nov 2025
  • George Helme · College of Charleston (Cougars) · College keelboat 4events 2 wins together · 4 podiums · 4 events · 10 of 27 races won Beat 88% of the fleet together(+24 vs. without) · best 1st · Feb 2025 – Nov 2025
  • Sean Groskoph · Kestrel, Stormy Weather · J/105, ORC handicap 3events 1 wins together · 1 podiums · 3 events · 2 of 20 races won Beat 63% of the fleet together(−4 vs. without) · best 1st · Jun 2024 – Mar 2026
  • Bryce Huntoon · College of Charleston (Cougars), Hull 63 · College keelboat, Handicap 2events 0 wins together · 0 podiums · 2 events · 0 of 8 races won Beat 38% of the fleet together · best 4th · Oct 2025 – Nov 2025

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

Rating history

-111147405201520172019202120232025Helm rating, all classesCrew rating, all classes

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

Event history · 39

DateEventBoatClassRoleFinish
25 Jul 20262026 'Round-The-Island RaceSmiling WhalePHRF handicapSquirrel1st / 5
13 Jun 2026172nd NYYC Annual RegattaOUTLIERPHRF handicapBow1st / 8
13 Mar 20262026 J/105 Mid-Winter ChampionshipKestrelJ/105Crew9th / 13
8 Nov 20252025 ChYC Big Boat RegattaHull 63HandicapSkipper7th / 8
1 Nov 2025Kennedy CupCollege of Charleston (Cougars)College keelboatA Crew1st / 10
18 Oct 2025McMillan CupCollege of Charleston (Cougars)College keelboatA Crew4th / 9
13 Sep 2025Shields TrophyCollege of Charleston (Cougars)College keelboatA Crew1st / 10
23 Jun 20252025 Storm Trysail Club Block Island Race WeekKestrelJ/105Bow8th / 17
11 Apr 20252025 Charleston Race Week at Patriots PointZephyr CofC 1J/105Crew1st / 15
7 Mar 2025Port of Los Angeles Harbor CupCollege of Charleston (Cougars)College keelboatA Skipper3rd / 10
8 Feb 20252025 Southern Collegiate Offshore Regatta (PHRF A)College of Charleston (Cougars)College keelboatA Crew2nd / 5
7 Jun 20242024 Mustang Survival Annapolis to Bermuda Ocean RaceStormy WeatherORC handicapFloater1st / 4
25 May 20242024 Figawi Race WeekendKangaPHRF handicapLeeward Runner5th / 10
7 Oct 20232023 Storm Trysail Club / Larchmont Yacht Club - Intercollegiate Offshore RegattaCharleston - Summer StormPHRF handicapSkipper4th / 8
4 Mar 2023Tom Noble Team RaceSt. Mary's College of Maryland (Seahawks)College team racingSkipper2nd / 7
10 Sep 2022Riley CupSt. Mary's College of Maryland (Seahawks 2)College fleet racingA Skipper10th / 16
11 Sep 20212021 Sail for Pride 20th AnniversaryWild HorsesPHRF handicapMast2nd / 7
16 Jul 2018Vineyard Haven Yacht Club Junior 4207500420Skipper22nd / 48
12 Jul 201895th ANNUAL REGATTA - Juniors5933420Skipper40th / 77
17 Jul 2017Vineyard Haven Yacht Club Junior 4205931420Skipper10th / 45
13 Jul 201794th ANNUAL REGATTA - Juniors6837420Skipper23rd / 71
27 Jul 2016Wianno Yacht Club Optimist Regatta 201619268OptimistSkipper15th / 89
14 Jul 201693rd ANNUAL REGATTA - Juniors19268OptimistSkipper6th / 60
9 Jan 20162016 Boomerang Regatta15032OptimistSkipper4th / 20
7 Nov 2015Naples Cup 201517753OptimistSkipper25th / 109

Helm rating across all classes: 371, #6,273.Crew rating across all classes: 400, #3,761. Compiled from public results; not an official ranking.