Sailor · 2019–2026
Oakley Cunningham
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
- Win rate
- 21%
- Podium rate
- 47%
- Typically beats
- 56%
- Longest win streak
- 12
564 races · 138 race wins
21% win rate · 8 of 38
18 top-three finishes
of boats faced (range 53%–60%, 519 boats)
race wins in a row
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
— Helm rating, all classes · - - Crew rating, all classes
Event history · 38
| Date | Event | Boat | Class | Role | Finish |
|---|---|---|---|---|---|
| 26 Sep 2026 | AllState Women's Sugar Bowl | Tulane University (Green Wave) | College fleet racing | A Skipper (1-4) | 2nd / 3 |
| 12 Sep 2026 | SEISA Women's Single Handed Championship | Tulane University (Oakley Cunningham '27) | College singlehanded | Skipper | 2nd / 6 |
| 28 Aug 2026 | Snipe North American Championship | BARRACUDA | Snipe | Crew | 31st / 55 |
| 26 Apr 2026 | ICSA Women's Team Race National Championship | Tulane University (Green Wave) | College team racing | Skipper | 13th / 15 |
| 11 Apr 2026 | Truxtun Umsted | Tulane University (Green Wave) | College fleet racing | B Skipper (3-14) | 11th / 18 |
| 3 Apr 2026 | Tulane Women's Team Race | Tulane University (Green Wave) | College team racing | Skipper | 3rd / 4 |
| 2 Apr 2026 | SEISA Women's Team Race Conference Championship | Tulane University (Green Wave) | College team racing | Skipper | 1st / 2 |
| 28 Mar 2026 | Dellenbaugh Women's Team Race Trophy | Tulane University (Green Wave) | College team racing | Skipper | 5th / 12 |
| 21 Mar 2026 | Blaire Herron Memorial Women’s Team Race | Tulane University (Green Wave) | College team racing | Skipper | 2nd / 8 |
| 7 Mar 2026 | Phebe Corckran King Women's Team Race | Tulane University (Green Wave) | College team racing | Skipper | 1st / 5 |
| 28 Feb 2026 | Green Wave Women's Team Race | Tulane University (Green Wave) | College team racing | Skipper | 2nd / 3 |
| 3 Jan 2026 | 2026 Rose Bowl Regatta | Tulane University (Green Wave) | College fleet racing | B Skipper | 3rd / 24 |
| 8 Nov 2025 | Janet Lutz Trophy | Tulane University (Oakley Cunningham '27) | College singlehanded | Skipper | 14th / 18 |
| 18 Oct 2025 | Yale Women's Interconference | Tulane University (Green Wave) | College fleet racing | A Skipper | 8th / 18 |
| 11 Oct 2025 | Women's Atlantic Coast Championships Finals | Tulane University (Green Wave) | College fleet racing | B Skipper (4-5) | 8th / 18 |
| 4 Oct 2025 | Stu Nelson@ Connecticut College | Tulane University (Green Wave) | College fleet racing | A Skipper | 12th / 17 |
| 20 Sep 2025 | Allstate Sugar Bowl (Women's) | Tulane University (Green Wave) | College fleet racing | B Skipper (1-8) | 2nd / 5 |
| 13 Sep 2025 | SEISA ILCA 6 Womens Qualifier | Tulane University (Oakley Cunningham '27) | College singlehanded | Skipper | 2nd / 5 |
| 27 Apr 2025 | ICSA Women's Team Race National Championship | Tulane University (Green Wave) | College team racing | Skipper | 6th / 12 |
| 9 Apr 2025 | 2025 SEISA Women's Team Race Championship | Tulane University (Green Wave) | College team racing | Skipper | 1st / 2 |
| 4 Apr 2025 | SEISA Women's Fleet Race Championship | Tulane University (Green Wave) | College fleet racing | A Crew (1-2) | 1st / 4 |
| 29 Mar 2025 | Dellenbaugh Women's Team Race Trophy | Tulane University (Green Wave) | College team racing | Skipper | 8th / 10 |
| 22 Mar 2025 | The Duplin Trophy | Tulane University (Green Wave) | College team racing | Skipper | 7th / 9 |
| 4 Jan 2025 | Rose Bowl Regatta 2025 - COLLEGE | Tulane University (Green Wave) | College fleet racing | B Skipper | 6th / 18 |
| 5 Oct 2024 | Stu Nelson@ Connecticut College | Tulane University (Green Wave) | College fleet racing | A 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.