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Sailor · 2013–2026

Kim Oleski

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Events
47

160 races · 33 race wins

Win rate
21%

21% win rate · 10 of 47

Podium rate
51%

24 top-three finishes

Typically beats
63%

of boats faced (range 60%–66%, 584 boats)

Longest win streak
2

race wins in a row

Nemesis
Ken Block

5–7 head to head in 12 races

Rival
Bryan Bradley

13–11 in 24 races

Best day
18 May 2014

1-3-1-2-1-4-1-2-1-2-2-DNF · Edgewater Yacht Club 2014 Club Racing Sunday Series

Signature result
1st of 20

Edgewater Yacht Club 2014 Club Racing Sunday Series · Handicap · 18 May 2014

Partnerships · 1 sailors

  • Andrew Dupuis · Vanquish · PHRF handicap 1events 0 wins together · 1 podiums · 1 events · 0 of 1 race won Beat 50% of the fleet together · best 3rd · Jun 2026 – Jun 2026

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

Rating history

01893782014201620182020202220242026Helm rating, full-size sailing

Event history · 47

DateEventBoatClassRoleFinish
8 Aug 202689th Annual Falcon Cup Race / 30th Annual Sundance Trophy RaceVanquishPHRF handicapAlternate1st / 7
4 Jul 20262026 BOB NASH MEMORIAL RACEVanquishPHRF handicapSkipper5th / 9
25 Jun 20262026 Cleveland Race Week OffshoreVanquishHandicapSkipper3rd / 11
23 Jun 20262026 Cleveland Race Week Double-handed, Women's & VX OneVanquishPHRF handicapSkipper3rd / 5
31 May 20262026 EDGEWATER RACE PROGRAMVanquishPHRF handicapSkipper3rd / 10
25 May 2026The Claire Race 2026VanquishPHRF handicapSkipper12th / 17
5 Oct 2025The Final Gun 2025VanquishPHRF handicapSkipper3rd / 15
4 Oct 2025Sea Dog-Van Newberry Race 2025VanquishPHRF handicapSkipper10th / 14
1 Sep 20252025 Vanpire RaceVanquishPHRF handicapSkipper18th / 18
6 Jul 20252025 EDGEWATER RACE PROGRAMVanquishPHRF handicapSkipper4th / 12
4 Jul 20252025 BOB NASH MEMORIALVanquishPHRF handicapSkipper4th / 9
9 Aug 202487th Annual Falcon Cup Race / 28th Annual Sundance Trophy RaceVanquishPHRF handicapOther9th / 9
5 Jul 2024The 90th F.W. Roberts RaceVanquishPHRF handicapOther8th / 13
3 Jul 20242024 Nash RaceVanquishPHRF handicapSkipper2nd / 19
20 Jun 20242024 Cleveland Race Week OffshoreVanquishHandicapSkipper13th / 16
18 May 20242024 EYC Club Race ProgramVanquishPHRF handicapSkipper4th / 11
9 Sep 2023Cleveland Cup 2023VanquishPHRF handicapSkipper5th / 9
30 Jul 20232023 CYC Charity CupVanquishPHRF handicapOther2nd / 7
22 Jun 20232023 Cleveland Race Week OffshoreVanquishPHRF handicapSkipper4th / 6
24 May 20232023 EYC Club Race ProgramVanquishPHRF handicapSkipper1st / 11
28 Jul 2022CYC Charity Cup - Supporting Cleveland Clinic Children'sVanquishPHRF handicapSkipper2nd / 6
23 Jul 20222022 The Ruhlman for Rainbow and Gulden McCarty Race Women’s and Double-Handed RaceVanquishJ/105Other4th / 5
23 Jun 20222022 Cleveland Race Week - Offshore RegattaVanquishPHRF handicapOther4th / 7
7 Aug 202184th Annual Falcon Cup Race / 25th Annual Sundance Trophy RaceVanquishPHRF handicapOther1st / 6
26 Sep 2020CSA Cleveland Cup Race 2020VanquishHandicapSkipper2nd / 9

Helm rating, Full-size sailing: 260, #14,108. Compiled from public results; not an official ranking.