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Saildex

Sailor · 2013–2026

Benjamin Wilson

chicago yacht club PHRF handicapJ/88Handicap

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Events
39

102 races · 15 race wins

Win rate
21%

21% win rate · 8 of 39

Podium rate
51%

20 top-three finishes

Typically beats
67%

of boats faced (range 64%–71%, 405 boats)

Best class ranking
#69

Helm in J/88 · rating -103

Longest win streak
2

race wins in a row

Most successful partnership
James Nachtman

2 wins · 3 podiums in 4 events together

Best trio
Mark Ewing & James Nachtman

1 wins · 2 podiums in 3 events, all three aboard

Biggest lift
Dan Callinan

+13 points of fleet beaten when sailing together

Longest-running crew
Mark Ewing

Jun 2013 – Jun 2024 · 6 events

Nemesis
Andy Graff

2–31 head to head in 33 races

Rival
Tim Wade

12–15 in 27 races

Best day
8 Jun 2013

3-1-2 · 2013 Sperry Top-Sider Chicago NOOD Regatta

Signature result
1st of 19

2017 Columbia Y.C. COLORS Regatta · PHRF handicap · 3 Jun 2017

Partnerships · 55 sailors

Most successful partnership: James Nachtman — 2 wins · 3 podiums in 4 events together
  • Rich Baker · Black Swan · Handicap, PHRF handicap 10events 1 wins together · 4 podiums · 10% win rate · 3 of 19 races won Beat 69% of the fleet together(+8 vs. without) · best 1st · Jun 2019 – Jun 2026
  • Byron Lubenkov · Black Swan · Handicap, PHRF handicap 7events 1 wins together · 2 podiums · 14% win rate · 2 of 11 races won Beat 67% of the fleet together(+4 vs. without) · best 1st · Jun 2019 – Jun 2026
  • Mark Ewing · Night Hawk, Rambler, RAMBLER · J/111, J/88, ORC handicap 6events 1 wins together · 3 podiums · 17% win rate · 2 of 32 races won Beat 50% of the fleet together(−16 vs. without) · best 1st · Jun 2013 – Jun 2024
  • Lexie Baker · Black Swan · Handicap, PHRF handicap 4events 0 wins together · 0 podiums · 4 events · 0 of 6 races won Beat 54% of the fleet together(−10 vs. without) · best 4th · Jun 2019 – Jun 2025
  • Michael Socha · Black Swan · Handicap, PHRF handicap 4events 0 wins together · 1 podiums · 4 events · 1 of 9 races won Beat 71% of the fleet together(+9 vs. without) · best 3rd · Jul 2019 – Jun 2026
  • James Nachtman · Night Hawk, Rambler · J/111, J/88, ORC handicap, PHRF handicap 4events 2 wins together · 3 podiums · 4 events · 3 of 22 races won Beat 69% of the fleet together(+6 vs. without) · best 1st · Jun 2013 – Jun 2024
  • Luca Hynnek · Black Swan · PHRF handicap 3events 0 wins together · 0 podiums · 3 events · 0 of 5 races won Beat 43% of the fleet together(−22 vs. without) · best 6th · Jun 2019 – Jul 2022
  • Sean Hendrickson · Black Swan · PHRF handicap 3events 0 wins together · 2 podiums · 3 events · 1 of 6 races won Beat 62% of the fleet together(−1 vs. without) · best 3rd · Jul 2022 – Jun 2025
  • Peter Fray · Rambler · J/88 3events 0 wins together · 0 podiums · 3 events · 0 of 20 races won Beat 19% of the fleet together(−48 vs. without) · best 4th · Jun 2016 – Aug 2018
  • Dan Callinan · Black Swan · PHRF handicap 3events 0 wins together · 1 podiums · 3 events · 0 of 5 races won Beat 75% of the fleet together(+13 vs. without) · best 2nd · Sep 2019 – Sep 2022

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

Rating history

080160201420162018202020222024Helm rating, all classesCrew rating, all classes

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

Event history · 39

DateEventBoatClassRoleFinish
27 Jun 2026AIS Around the Islands 2026Black SwanHandicapCrew4th / 20
28 Jun 2025AIS Around the Islands 2025Black SwanHandicapCrew4th / 24
26 Jun 20252024 Summer Season Championship - Lake Superior Yachting Association (LSYA)Black SwanPHRF handicapHeadsail Trimmer3rd / 6
7 Jun 20242024 Helly Hansen Sailing World Regatta Series - ChicagoRamblerORC handicapSkipper1st / 7
3 Sep 20232023 Bi-State: St Joe to Chicago - CASRARamblerPHRF handicapOther1st / 12
1 Sep 20232023 Tri-State: Chicago to St. JoeRamblerPHRF handicapOther2nd / 16
5 Aug 20232023 Trans Superior International Yacht RaceBlack SwanPHRF handicapHeadsail Trimmer3rd / 7
24 Sep 20222022 WYC/AIS MW Dobson RegattaBlack SwanPHRF handicapHeadsail Trimmer4th / 12
27 Jul 2022LYC SAILFEST 2022Tipper TopperHandicapSkipper4th / 4
2 Jul 20222022 WYC/AIS Around the Islands RaceBlack SwanPHRF handicapHeadsail Trimmer11th / 26
11 Aug 20212021 Helly Hansen Chester Race WeekRamilliesPHRF handicapOther10th / 11
24 Jul 20212021 The Hook RaceRamblerPHRF handicapOther1st / 7
21 Sep 20192019 WYC/AIS MW Dobson RegattaBlack SwanPHRF handicapHeadsail Trimmer2nd / 13
31 Aug 20192019 WYC/AIS Labor Day / Fall SeriesBlack SwanPHRF handicapHeadsail Trimmer1st / 9
1 Jul 20192019 WYC/AIS Bayfield Race WeekBlack SwanPHRF handicapHeadsail Trimmer6th / 12
29 Jun 20192019 WYC/AIS Around the Islands RaceBlack SwanPHRF handicapHeadsail Trimmer20th / 23
22 Sep 20182018 Sheldon Clark Buoy - CASRARamblerJ/88Other4th / 4
9 Aug 20182018 Verve Cup Offshore RegattaRamblerJ/88Skipper13th / 14
27 Jul 20182018 Little Traverse Yacht Club Regatta - Ugotta RegattaRamblerPHRF handicapOther10th / 11
8 Jun 20182018 Helly Hansen NOOD Regatta ChicagoRamblerJ/88Other8th / 8
2 Jun 20182018 Columbia Y.C. COLORS RegattaRamblerJ/88Other4th / 8
16 Sep 20172017 Sheldon Clark Regatta - CASRARAMBLERJ/88Other5th / 5
3 Sep 20172017 St. Joe to Chicago - Bi-State Regatta - CASRARAMBLERPHRF handicapOwner5th / 8
1 Sep 20172017 Chicago to St. Joe - Bi-State / Tri-State Regatta - CASRARamblerPHRF handicapOther3rd / 15
12 Aug 20172017 Verve Distance RaceRAMBLERORC handicapOther3rd / 9

Helm rating across all classes: 101, #32,484.Crew rating across all classes: 44, #36,208. Compiled from public results; not an official ranking.