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Sailor · 2016–2026

Simon Jolly

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Events
52

168 races · 14 race wins

Win rate
2%

2% win rate · 1 of 52

Podium rate
33%

17 top-three finishes

Typically beats
57%

of boats faced (range 53%–60%, 602 boats)

Best class ranking
#8

Helm in Santana 525 · rating 198

Longest win streak
3

race wins in a row

Nemesis
Alan Wright

7–63 head to head in 71 races

Rival
Gillian Thomson

32–48 in 81 races

Best day
19 May 2023

4-1-2-2-2-2 · 2023 Blossom Time Regatta

Signature result
1st of 11

2022 Fall Fringe Series · Santana 525 · 4 Sep 2022

Partnerships · 5 sailors

  • Brian Tyrrell · 04, Scruffy! · Flying Tiger 7.5, Melges 24 2events 0 wins together · 1 podiums · 2 events · 2 of 16 races won Beat 69% of the fleet together · best 2nd · Jun 2016 – Jan 2017
  • Doug Chambers · 04, Scruffy! · Flying Tiger 7.5, Melges 24 2events 0 wins together · 1 podiums · 2 events · 2 of 16 races won Beat 69% of the fleet together · best 2nd · Jun 2016 – Jan 2017
  • Alan Wright · 04, Scruffy! · Flying Tiger 7.5, Melges 24 2events 0 wins together · 1 podiums · 2 events · 2 of 16 races won Beat 69% of the fleet together · best 2nd · Jun 2016 – Jan 2017
  • Robyn Jolly · Pier Pressure · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 4 races won Beat 0% of the fleet together · best 8th · Aug 2026 – Aug 2026
  • Brian Tyrell · 04 · Flying Tiger 7.5 1events 0 wins together · 1 podiums · 1 events · 2 of 10 races won Beat 83% of the fleet together · best 2nd · Jan 2017 – Jan 2017

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

Rating history

013026020172019202120232025Helm rating, all classesCrew rating, all classes

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

Event history · 52

DateEventBoatClassRoleFinish
11 Oct 20262026 Dave Russelle RacePier PressurePHRF handicapSkipper7th / 24
13 Sep 20262026 Hot Rum Racing SeriesPier PressurePHRF handicapSkipper16th / 24
30 Aug 20262026 Fall Fringe SeriesPier PressureSantana 525Skipper4th / 6
14 Aug 20262026 Commodore’s Cup U35 Invitational RegattaPier PressureHandicapSkipper8th / 8
29 Jul 20262026 Dick Duggan Series DPier PressureSantana 525Skipper8th / 10
24 Jun 20262026 Dick Duggan Series CPier PressureSantana 525Skipper7th / 10
29 May 20262026 Blossom Time RegattaPier PressureSantana 525Skipper5th / 5
27 May 20262026 Dick Duggan Series BPier PressureSantana 525Skipper6th / 10
29 Apr 20262026 Dick Duggan Series APier PressureSantana 525Skipper2nd / 10
14 Sep 20252025 Hot Rum SeriesPier PressurePHRF handicapSkipper17th / 24
31 Aug 20252025 Fall Fringe SeriesPier PressureSantana 525Skipper4th / 10
30 Jul 20252025 Dick Duggan Series DPier PressureSantana 525Skipper2nd / 10
25 Jun 20252025 Dick Duggan Series CPier PressureSantana 525Skipper6th / 10
30 May 20252025 Vernon RegattaPier PressureHandicapSkipper2nd / 7
28 May 20252025 Dick Duggan Series BPier PressureSantana 525Skipper7th / 10
30 Apr 20252025 Dick Duggan Series APier PressureSantana 525Skipper5th / 10
15 Sep 20242024 Hot Rum SeriesPier PressurePHRF handicapSkipper11th / 21
16 Aug 20242024 Commodore's Cup RegattaPier PressureSantana 525Skipper3rd / 4
31 Jul 20242024 Dick Duggan Series DPier PressureSantana 525Skipper6th / 9
3 Jul 20242024 Dick Duggan Series CPier PressureSantana 525Skipper3rd / 9
29 May 20242024 Dick Duggan Series BPier PressureSantana 525Skipper3rd / 8
17 May 20242024 Blossom Time RegattaPier PressureHandicapSkipper3rd / 9
1 May 20242024 Dick Duggan Series APier PressureSantana 525Skipper2nd / 8
7 Apr 20242024 Spring Fringe SeriesPier PressureSantana 525Skipper2nd / 2
15 Oct 20232023 Dave Russelle RacePier PressurePHRF handicapSkipper9th / 34

Helm rating across all classes: 224, #16,166.Crew rating across all classes: 139. Compiled from public results; not an official ranking.