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Sailor · 2025–2026

Dylan Winslow

princeton university College fleet racingE Scow

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Events
7

87 races · 16 race wins

Win rate
29%

29% win rate · 2 of 7

Podium rate
43%

3 top-three finishes

Typically beats
39%

of boats faced (range 30%–47%, 81 boats)

Best class ranking
#4360

Helm in College fleet racing · rating 56

Longest win streak
4

race wins in a row

Most successful partnership
Isa Mena

1 wins · 2 podiums in 3 events together

Biggest lift
Isa Mena

+25 points of fleet beaten when sailing together

Nemesis
Rory Murray

0–30 head to head in 30 races

Rival
Sam Harris

12–18 in 30 races

Best day
21 Mar 2026

3-1-1-1-4-1-3-2-3-2-1-4 · Guyot Memorial Regatta

Signature result
1st of 8

Guyot Memorial Regatta · College fleet racing · 21 Mar 2026

Partnerships · 21 sailors

Most successful partnership: Isa Mena — 1 wins · 2 podiums in 3 events together
  • Isa Mena · Princeton University (Tigers 2), Princeton University (Tigers) · College fleet racing 3events 1 wins together · 2 podiums · 3 events · 10 of 52 races won Beat 65% of the fleet together(+25 vs. without) · best 1st · Oct 2025 – Sep 2026
  • Nathan Bender · Princeton University (Tigers) · College fleet racing 3events 1 wins together · 1 podiums · 3 events · 6 of 54 races won Beat 50% of the fleet together(−1 vs. without) · best 1st · Mar 2026 – Sep 2026
  • Tyler Hill · Space Cadet · E Scow 2events 0 wins together · 0 podiums · 2 events · 0 of 11 races won Beat 11% of the fleet together · best 11th · Aug 2026 – Aug 2026
  • Rana Tuttle · Princeton University (Tigers) · College fleet racing 2events 2 wins together · 2 podiums · 2 events · 13 of 26 races won Beat 100% of the fleet together · best 1st · Oct 2025 – Mar 2026
  • Alexandros Chalvatzakis · Princeton University (Tigers) · College fleet racing 2events 1 wins together · 1 podiums · 2 events · 6 of 24 races won Beat 69% of the fleet together · best 1st · Mar 2026 – Sep 2026
  • Claire Brown · Princeton University (Tigers) · College fleet racing 2events 0 wins together · 0 podiums · 2 events · 1 of 42 races won Beat 25% of the fleet together · best 6th · Apr 2026 – Sep 2026
  • Eli Hill · Space Cadet · E Scow 2events 0 wins together · 0 podiums · 2 events · 0 of 11 races won Beat 11% of the fleet together · best 11th · Aug 2026 – Aug 2026
  • Leo Bene · Princeton University (Tigers) · College fleet racing 1events 1 wins together · 1 podiums · 1 events · 5 of 12 races won Beat 100% of the fleet together · best 1st · Mar 2026 – Mar 2026
  • Kristine Roegner · Princeton University (Tigers) · College fleet racing 1events 1 wins together · 1 podiums · 1 events · 5 of 12 races won Beat 100% of the fleet together · best 1st · Mar 2026 – Mar 2026
  • Zachary Meisel · Princeton University (Tigers) · College fleet racing 1events 0 wins together · 0 podiums · 1 events · 1 of 12 races won Beat 38% of the fleet together · best 6th · Sep 2026 – Sep 2026

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

Rating history

-334712026Helm rating, full-size sailing

Event history · 7

DateEventBoatClassRoleFinish
26 Sep 2026Philly Fleet RacePrinceton University (Tigers)College fleet racingA Skipper6th / 9
19 Sep 2026John QuinnPrinceton University (Tigers 2)College fleet racingA Skipper3rd / 12
6 Aug 20262026 ECESA Championship RegattaSpace CadetE ScowCrew20th / 23
1 Aug 2026NY State Championship Leg 2 "Home & Home"Space CadetE ScowCrew11th / 12
18 Apr 2026Boston Dinghy Challenge Cup-2026Princeton University (Tigers)College fleet racingA Skipper15th / 17
21 Mar 2026Guyot Memorial RegattaPrinceton University (Tigers)College fleet racingA Skipper (1-2,5-6)1st / 8
11 Oct 2025Washington College Fall OpenPrinceton University (Tigers)College fleet racingA Skipper (3-4,7)1st / 7

Helm rating, Full-size sailing: 71, #41,372.Crew rating, Full-size sailing: -47. Compiled from public results; not an official ranking.