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Saildex

Sailor · 2011–2025

Henry O'Brien

university of vermont College fleet racingE ScowDuckboats

Search sailors · About these ratings

Events
37

572 races · 62 race wins

Win rate
8%

8% win rate · 3 of 37

Podium rate
19%

7 top-three finishes

Typically beats
69%

of boats faced (range 67%–71%, 972 boats)

Best class ranking
#1625

Helm in College fleet racing · rating 315

Longest win streak
3

race wins in a row

Most successful partnership
OJ O'Connell

2 wins · 2 podiums in 5 events together · 40% win rate

Biggest lift
Hali Chesher

+24 points of fleet beaten when sailing together

Longest-running crew
Richard Wight

Sep 2015 – Sep 2025 · 6 events

Nemesis
Oliver Toole

7–38 head to head in 45 races

Rival
Matthew Wefer

45–41 in 86 races

Best day
28 Apr 2012

3-7-7-1-2-2-3-2-4-1-7-1-5-7-7-1-5-1-3-1-1-1-11-7-2-1-6-3-6-6-3-8 · Southern Series 5 @ SRU

Signature result
2nd of 126

2023 E Scow National Championship · E Scow · 7 Sep 2023

Partnerships · 49 sailors

Most successful partnership: OJ O'Connell — 2 wins · 2 podiums in 5 events together · 40% win rate
  • Adam Ceely · University of Vermont (Catamounts) · College fleet racing, College keelboat, College team racing 10events 0 wins together · 1 podiums · 0% win rate · 25 of 199 races won Beat 47% of the fleet together(−14 vs. without) · best 2nd · Oct 2012 – Apr 2015
  • Richard Wight · Henry Obrien, Rocinante · E Scow, Melges 15 6events 1 wins together · 1 podiums · 17% win rate · 0 of 34 races won Beat 68% of the fleet together(+12 vs. without) · best 1st · Sep 2015 – Sep 2025
  • OJ O'Connell · University of Vermont (Catamounts) · College fleet racing, College keelboat 5events 2 wins together · 2 podiums · 40% win rate · 13 of 59 races won Beat 75% of the fleet together(+21 vs. without) · best 1st · Mar 2012 – Mar 2015
  • Callagy Ross · University of Vermont (Catamounts) · College fleet racing, College team racing 5events 0 wins together · 1 podiums · 0% win rate · 16 of 113 races won Beat 34% of the fleet together(−27 vs. without) · best 3rd · Apr 2012 – Apr 2013
  • Sara Anibal · University of Vermont (Catamounts) · College fleet racing, College team racing 5events 0 wins together · 0 podiums · 0% win rate · 14 of 107 races won Beat 47% of the fleet together(−12 vs. without) · best 4th · Mar 2012 – Apr 2014
  • Hali Chesher · University of Vermont (Catamounts) · College fleet racing 3events 1 wins together · 2 podiums · 3 events · 13 of 70 races won Beat 80% of the fleet together(+24 vs. without) · best 1st · Oct 2013 – Mar 2015
  • Jordan Factor · University of Vermont (Catamounts) · College fleet racing, College team racing 3events 0 wins together · 0 podiums · 3 events · 10 of 105 races won Beat 47% of the fleet together(−11 vs. without) · best 4th · Apr 2013 – Apr 2014
  • Hannah Dragonas · University of Vermont (Catamounts) · College fleet racing 3events 0 wins together · 1 podiums · 3 events · 10 of 68 races won Beat 62% of the fleet together(+5 vs. without) · best 2nd · Oct 2013 – Nov 2013
  • Ellie O'Brien · Rocinante, University of Vermont (Green Cats) · College fleet racing, E Scow 3events 0 wins together · 0 podiums · 3 events · 0 of 32 races won Beat 54% of the fleet together(−4 vs. without) · best 5th · Sep 2011 – Jun 2021
  • Mike Kanare · University of Vermont (Catamounts) · College fleet racing, College keelboat 3events 1 wins together · 2 podiums · 3 events · 14 of 52 races won Beat 76% of the fleet together(+20 vs. without) · best 1st · Apr 2013 – Apr 2015

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

Rating history

-71823712012201420162018202020222024Helm rating, all classesCrew rating, all classes

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

Event history · 37

DateEventBoatClassRoleFinish
4 Sep 20252025 E Scow National ChampionshipRocinanteE ScowCrew26th / 49
31 Jul 20252025 ECESA Eastern ChampionshipRocinanteE ScowCrew9th / 23
12 Oct 2024BHYC Melges-15 Fall RegattaHenry ObrienMelges 15Skipper1st / 7
21 Aug 20242024 World Duckboat ChampionshipYard BirdHandicapCrew4th / 68
18 Jul 2024Bay Head Yacht Club Regatta for the benefit of the John Callahan FundHenry O'BrienMelges 15Skipper6th / 8
7 Sep 20232023 E Scow National ChampionshipBurn'emE ScowOther2nd / 126
27 Aug 2021World Duck Championship 2021Duck TaleDuckboatsSkipper17th / 68
11 Jun 202162nd E Scow National Championship Regatta (NCESA)RocinanteE ScowCrew29th / 56
23 Aug 2019World Duck Championship 2019Duck TaleDuckboatsSkipper11th / 68
4 Aug 20172017 Eastern Class E Scow Association Championship RegattaRocinanteE ScowCrew14th / 35
11 Sep 20152015 E Scow National Championship Regatta (NCESA)RocinanteE ScowOther11th / 59
28 Aug 2015World Duck Championship 2015Duck TaleDuckboatsSkipper7th / 78
25 Apr 2015O'TooleUniversity of Vermont (Catamounts)College fleet racingA Skipper3rd / 6
18 Apr 2015Oberg TrophyUniversity of Vermont (Catamounts)College fleet racingC Skipper10th / 13
28 Mar 2015Southern Series 1University of Vermont (Catamounts)College fleet racingA Skipper (5-9)1st / 13
18 Jul 20142014 Callahan Classic RegattaMythACatSkipper9th / 9
19 Apr 2014Admiral's CupUniversity of Vermont (Catamounts)College fleet racingC Skipper4th / 20
22 Mar 2014Admiral Moore Team RaceUniversity of Vermont (Catamounts)College team racingSkipper8th / 10
2 Nov 2013Dave Perry TrophyUniversity of Vermont (Catamounts)College fleet racingB Skipper8th / 16
26 Oct 2013Central Series 6University of Vermont (Catamounts)College fleet racingA Skipper9th / 16
5 Oct 2013Southern Series 3University of Vermont (Catamounts)College fleet racingA Skipper2nd / 8
28 Sep 2013Chris LoderUniversity of Vermont (Catamounts)College fleet racingB Skipper1st / 13
14 Sep 2013Harmon Cup -SloopsUniversity of Vermont (Catamounts)College keelboatA Crew4th / 8
8 Jun 20132013 Laser Atlantic Coast Championship184428LaserSkipper43rd / 57
20 Apr 2013Admiral's CupUniversity of Vermont (Catamounts)College fleet racingC Skipper10th / 15

Helm rating across all classes: 341, #7,485.Crew rating across all classes: 111, #25,674. Compiled from public results; not an official ranking.