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Sailor · 2019–2026

Oakley Cunningham

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Possibly the same person: Oakley Cunningham (2019–2022, 3 events), Oakley Cunningham (2019–2023, 34 events), Oakley Cunningham (2019, 1 events). SailDex keeps these apart until the evidence or a claim says otherwise.
Events
38

564 races · 138 race wins

Win rate
21%

21% win rate · 8 of 38

Podium rate
47%

18 top-three finishes

Typically beats
56%

of boats faced (range 53%–60%, 519 boats)

Best class ranking
#1593

Helm in College fleet racing · rating 319

Longest win streak
12

race wins in a row

Most successful partnership
Caitlin Briggs

6 wins · 7 podiums in 13 events together · 46% win rate

Best trio
Ava Anderson & Catherine Anderson

4 wins · 5 podiums in 12 events, all three aboard

Biggest lift
Ashley Hoguet

+24 points of fleet beaten when sailing together

Longest-running crew
Caroline Caudron

Oct 2023 – Sep 2026 · 9 events

Nemesis
Vanessa Lahrkamp

25–72 head to head in 97 races

Rival
Kytalin Hendrickson

80–57 in 137 races

Best day
28 Oct 2023

1-1-2-1-1-1-1-1-1-2-3-1-4-1-3-1-2-1-2-1 · SEISA Open Fall Championship

Signature result
3rd of 24

2026 Rose Bowl Regatta · College fleet racing · 3 Jan 2026

Partnerships · 42 sailors

Most successful partnership: Caitlin Briggs — 6 wins · 7 podiums in 13 events together · 46% win rate
  • Ava Anderson · BARRACUDA, Tulane University (Green Wave) · College fleet racing, College team racing, Snipe 18events 5 wins together · 9 podiums · 28% win rate · 101 of 296 races won Beat 63% of the fleet together(−2 vs. without) · best 1st · Oct 2023 – Aug 2026
  • Ella May Corckran · Tulane University (Green Wave), Tulane University (Riptide) · College fleet racing, College team racing 14events 1 wins together · 5 podiums · 7% win rate · 66 of 260 races won Beat 53% of the fleet together(−17 vs. without) · best 1st · Sep 2023 – Apr 2026
  • Catherine Anderson · Tulane University (Green Wave) · College fleet racing, College team racing 14events 6 wins together · 7 podiums · 43% win rate · 88 of 234 races won Beat 69% of the fleet together(+8 vs. without) · best 1st · Oct 2023 – Apr 2026
  • Caitlin Briggs · Tulane University (Green Wave) · College fleet racing, College team racing 13events 6 wins together · 7 podiums · 46% win rate · 83 of 206 races won Beat 66% of the fleet together(+4 vs. without) · best 1st · Oct 2023 – Apr 2026
  • Gabriela Vassel · Tulane University (Green Wave) · College fleet racing, College team racing 12events 2 wins together · 5 podiums · 17% win rate · 60 of 199 races won Beat 53% of the fleet together(−15 vs. without) · best 1st · Mar 2025 – Apr 2026
  • Lola Kohl · Tulane University (Green Wave) · College fleet racing, College team racing 11events 3 wins together · 7 podiums · 27% win rate · 45 of 182 races won Beat 65% of the fleet together(+2 vs. without) · best 1st · Oct 2024 – Sep 2026
  • Caroline Caudron · Tulane University (Green Wave) · College fleet racing, College team racing 9events 3 wins together · 7 podiums · 33% win rate · 48 of 152 races won Beat 72% of the fleet together(+11 vs. without) · best 1st · Oct 2023 – Sep 2026
  • Hope Breslin · Tulane University (Green Wave) · College fleet racing, College team racing 8events 1 wins together · 2 podiums · 13% win rate · 40 of 125 races won Beat 44% of the fleet together(−24 vs. without) · best 1st · Mar 2025 – Apr 2026
  • Skye Terrell · Tulane University (Green Wave) · College fleet racing, College team racing 7events 1 wins together · 5 podiums · 14% win rate · 32 of 125 races won Beat 62% of the fleet together(−2 vs. without) · best 1st · Sep 2025 – Sep 2026
  • Martha Hughes · Tulane University (Green Wave) · College fleet racing, College team racing 6events 3 wins together · 3 podiums · 50% win rate · 33 of 81 races won Beat 73% of the fleet together(+11 vs. without) · best 1st · Mar 2025 – Apr 2026

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

Rating history

0265529202120222023202420252026Helm rating, all classesCrew rating, all classes

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

Event history · 38

DateEventBoatClassRoleFinish
26 Sep 2026AllState Women's Sugar BowlTulane University (Green Wave)College fleet racingA Skipper (1-4)2nd / 3
12 Sep 2026SEISA Women's Single Handed ChampionshipTulane University (Oakley Cunningham '27)College singlehandedSkipper2nd / 6
28 Aug 2026Snipe North American ChampionshipBARRACUDASnipeCrew31st / 55
26 Apr 2026ICSA Women's Team Race National ChampionshipTulane University (Green Wave)College team racingSkipper13th / 15
11 Apr 2026Truxtun UmstedTulane University (Green Wave)College fleet racingB Skipper (3-14)11th / 18
3 Apr 2026Tulane Women's Team RaceTulane University (Green Wave)College team racingSkipper3rd / 4
2 Apr 2026SEISA Women's Team Race Conference ChampionshipTulane University (Green Wave)College team racingSkipper1st / 2
28 Mar 2026Dellenbaugh Women's Team Race TrophyTulane University (Green Wave)College team racingSkipper5th / 12
21 Mar 2026Blaire Herron Memorial Women’s Team RaceTulane University (Green Wave)College team racingSkipper2nd / 8
7 Mar 2026Phebe Corckran King Women's Team RaceTulane University (Green Wave)College team racingSkipper1st / 5
28 Feb 2026Green Wave Women's Team RaceTulane University (Green Wave)College team racingSkipper2nd / 3
3 Jan 20262026 Rose Bowl RegattaTulane University (Green Wave)College fleet racingB Skipper3rd / 24
8 Nov 2025Janet Lutz TrophyTulane University (Oakley Cunningham '27)College singlehandedSkipper14th / 18
18 Oct 2025Yale Women's InterconferenceTulane University (Green Wave)College fleet racingA Skipper8th / 18
11 Oct 2025Women's Atlantic Coast Championships FinalsTulane University (Green Wave)College fleet racingB Skipper (4-5)8th / 18
4 Oct 2025Stu Nelson@ Connecticut CollegeTulane University (Green Wave)College fleet racingA Skipper12th / 17
20 Sep 2025Allstate Sugar Bowl (Women's)Tulane University (Green Wave)College fleet racingB Skipper (1-8)2nd / 5
13 Sep 2025SEISA ILCA 6 Womens QualifierTulane University (Oakley Cunningham '27)College singlehandedSkipper2nd / 5
27 Apr 2025ICSA Women's Team Race National ChampionshipTulane University (Green Wave)College team racingSkipper6th / 12
9 Apr 20252025 SEISA Women's Team Race ChampionshipTulane University (Green Wave)College team racingSkipper1st / 2
4 Apr 2025SEISA Women's Fleet Race ChampionshipTulane University (Green Wave)College fleet racingA Crew (1-2)1st / 4
29 Mar 2025Dellenbaugh Women's Team Race TrophyTulane University (Green Wave)College team racingSkipper8th / 10
22 Mar 2025The Duplin TrophyTulane University (Green Wave)College team racingSkipper7th / 9
4 Jan 2025Rose Bowl Regatta 2025 - COLLEGETulane University (Green Wave)College fleet racingB Skipper6th / 18
5 Oct 2024Stu Nelson@ Connecticut CollegeTulane University (Green Wave)College fleet racingA Skipper (7-10)8th / 15

Helm rating across all classes: 481, #2,601.Crew rating across all classes: 256, #10,449. Compiled from public results; not an official ranking.