Sailor · 2019–2026

Caitlin Winston

larchmont yacht club ILCA 6 (Laser Radial)PHRF handicap Ideal 18

Search sailors · About these ratings

Events: 9
Win rate: 0%
Podium rate: 11%
Typically beats: 58%
Best class ranking: #3289

Nemesis: Manuel Cadarso
Best day: 30 Jul 2019
Signature result: 12th of 73

Partnerships · 20 sailors

Erik Fontanella · Sunny Side, The Roost · J/109, PHRF handicap 3events 0 wins together · 1 podiums · 3 events · 0 of 6 races won Beat 42% of the fleet together(−19 vs. without) · best 3rd · Sep 2021 – Jun 2025
Pito Chickering · The Roost · PHRF handicap 2events 0 wins together · 1 podiums · 2 events · 0 of 2 races won Beat 50% of the fleet together · best 3rd · Sep 2021 – May 2022
Rob Fontanella · The Roost · PHRF handicap 2events 0 wins together · 1 podiums · 2 events · 0 of 2 races won Beat 50% of the fleet together · best 3rd · Sep 2021 – May 2022
Thomas Fontanella · The Roost · PHRF handicap 1events 0 wins together · 1 podiums · 1 events · 0 of 1 race won Beat 50% of the fleet together · best 3rd · May 2022 – May 2022
Macrae Sykes · The Roost · PHRF handicap 1events 0 wins together · 1 podiums · 1 events · 0 of 1 race won Beat 50% of the fleet together · best 3rd · May 2022 – May 2022
Corey Guilfoyle · The Roost · PHRF handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 50% of the fleet together · best 4th · Sep 2021 – Sep 2021
Caroline Winston · Quiver · Ideal 18 1events 0 wins together · 0 podiums · 1 events Beat 64% of the fleet together · best 5th · Jul 2026 – Jul 2026
Connor Smith · The Roost · PHRF handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 1 race won Beat 50% of the fleet together · best 4th · Sep 2021 – Sep 2021
Shannon Winston · Sunny Side · J/109 1events 0 wins together · 0 podiums · 1 events · 0 of 4 races won Beat 25% of the fleet together · best 7th · Jun 2025 – Jun 2025
Nick Buc · Sunny Side · J/109 1events 0 wins together · 0 podiums · 1 events · 0 of 4 races won Beat 25% of the fleet together · best 7th · Jun 2025 – Jun 2025

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

Rating history

— Helm rating, full-size sailing · - - Crew rating, full-size sailing

Event history · 9

Date	Event	Boat	Class	Role	Finish
11 Jul 2026	128th Larchmont Race Week	Quiver	Ideal 18	Other	5th / 12
1 Jun 2025	2025 Pequot Yacht Club J-109 Invitational Regatta	Sunny Side	J/109	Crew	7th / 9
27 May 2022	2022 Storm Trysail Club Block Island Race	The Roost	PHRF handicap	Pit	3rd / 5
3 Sep 2021	2021 Vineyard Race	The Roost	PHRF handicap	Pit	4th / 7
12 Jul 2021	2021 Larchmont Junior Race Week	Caitlin Winston	ILCA 6 (Laser Radial)	Skipper	12th / 73
2 Aug 2020	2020 LYC Junior Race Day	Caitlin Winston	ILCA 6 (Laser Radial)	Skipper	20th / 39
5 Aug 2019	2019 JSA CHAMPIONSHIPS - C420, Laser, Laser Radial & Girls Champs	Caitlin Winston	ILCA 6 (Laser Radial)	Skipper	48th / 52
30 Jul 2019	HUGU Feva / Opti / Radial JSA Regatta	Caitlin Winston	ILCA 6 (Laser Radial)	Skipper	4th / 23
2 Jul 2019	Western District Regatta	Caitlin Winston	ILCA 6 (Laser Radial)	Skipper	13th / 41

Ratings

Class	Rating	Rank	Impact
ILCA 6 (Laser Radial) Helm	4 provisional	#3289 band 1915–4538	—
Full-size sailing Helm	-1 provisional	#56651 band 33123–77086	—

2 more classes, not yet ranked

Full-size sailing · Crew · 6 races, 3 events · rating -7
J/109 · Crew · 4 races, 1 event · rating -49

Rank among sailors with a substantial record, all time. In brackets, the ranks this rating cannot be told apart from. Impact is the points of fleet beaten that this sailor adds.

Helm and crew

As helm	6 events	0 wins	beats 60%
As crew	3 events	0 wins	beats 42%

Positions: Pit (2)

How they race

Closer	+18 pts	last race of an event vs. the rest
Comeback	−4 pts	the race after a bottom-half finish
Consistency	51%	100% = the same result every event
Big fleets	53%	of the fleet beaten
Small fleets	42%	of the fleet beaten

Head to head

Helm	Races	W–L
Josh Becher	18	2–16
Manuel Cadarso	18	0–18
James Owen	14	2–12
Parker Mailloux	14	4–10
Blake Rossi	13	5–8
Harrison Fredericks	13	4–9
Conrad Straden	12	3–9
Sophia Debs	12	3–9
Duncan Craine	12	3–9
Owen Chickering	12	5–7
Alexa Shea	12	1–11
Annika Kaelin	12	1–11

Most-beaten opponent: Caroline Leicht (8–4).

Seasons

Year	Events	Beat
2026	1	64%
2025	1	25%
2022	1	50%
2021	2	67%
2020	1	50%
2019	3	55%

Boats

Caitlin Winston · ILCA 6 (Laser Radial) · 5 events · 2019–2021
The Roost · PHRF handicap · 2 events · 2021–2022
Quiver · Ideal 18 · 1 events · 2026
Sunny Side · J/109 · 1 events · 2025

Where they race

Larchmont, NY · 2 events
Stamford, CT, USA · 2 events
Larchmont, NY, USA · 1 events
Harbor Ln, NY · 1 events
Southport, CT, USA · 1 events
Sea Cliff, NY · 1 events

Is this you?

Claim it to merge duplicates and remove results that aren’t yours. Changes apply at the nightly rebuild.

Helm rating, Full-size sailing: -1, #56,651.Crew rating, Full-size sailing: -7. Compiled from public results; not an official ranking.