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Sailor · 2008–2026

Adam Prettyman

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Events
89

515 races · 73 race wins

Win rate
14%

14% win rate · 12 of 89

Podium rate
44%

39 top-three finishes

Typically beats
54%

of boats faced (range 51%–56%, 1,330 boats)

Best class ranking
#19

Helm in T-10 · rating 389

Longest win streak
4

race wins in a row

Most successful partnership
John Teeter

2 wins · 3 podiums in 3 events together

Best trio
John Teeter & Bill Martin

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

Biggest lift
Paul Kerber

+39 points of fleet beaten when sailing together

Longest-running crew
Blane Boynton

Feb 2022 – Jun 2026 · 5 events

Nemesis
Mike Dow

14–100 head to head in 115 races

Rival
Christopher Jeffries

46–44 in 91 races

Best day
15 Aug 2008

1-1-2 · 2008 Verve Cup Offshore Regatta

Signature result
2nd of 33

2008 Beneteau First 36.7 North American Championship · Beneteau First 36.7 · 3 Sep 2008

Partnerships · 60+ sailors

Most successful partnership: John Teeter — 2 wins · 3 podiums in 3 events together
  • Katie Laes · Got Milk, Local Honey, Minister, Shes Going The Distance · Handicap, ORC handicap, T-10 10events 2 wins together · 7 podiums · 20% win rate · 15 of 67 races won Beat 80% of the fleet together(+23 vs. without) · best 1st · Jun 2024 – Aug 2026
  • Traci Grillo · Got Milk, Minister, Two Trailer Park Girls · ORC handicap, T-10 6events 1 wins together · 5 podiums · 17% win rate · 11 of 45 races won Beat 89% of the fleet together(+32 vs. without) · best 1st · Jun 2025 – Aug 2026
  • Mike Schroff · Two Trailer Park Girls · Handicap, ORC handicap, T-10 5events 1 wins together · 4 podiums · 20% win rate · 9 of 39 races won Beat 89% of the fleet together(+31 vs. without) · best 1st · May 2024 – Aug 2026
  • Blane Boynton · Abeona, Ghost, Minister, Two Trailer Park Girls · ORC handicap, T-10 5events 0 wins together · 3 podiums · 0% win rate · 4 of 33 races won Beat 73% of the fleet together(+14 vs. without) · best 2nd · Feb 2022 – Jun 2026
  • Cindy Boynton · Abeona, Ghost, Minister, Two Trailer Park Girls · ORC handicap, T-10 5events 0 wins together · 3 podiums · 0% win rate · 4 of 33 races won Beat 73% of the fleet together(+14 vs. without) · best 2nd · Feb 2022 – Jun 2026
  • Perry Lewis · Tequila Mockingbird, Two Trailer Park Girls · Beneteau First 36.7, T-10 4events 0 wins together · 1 podiums · 4 events · 3 of 39 races won Beat 81% of the fleet together(+23 vs. without) · best 2nd · Aug 2009 – Aug 2025
  • Matthew Szymanski · Got Milk, Two Trailer Park Girls · ORC handicap, T-10 4events 0 wins together · 3 podiums · 4 events · 8 of 30 races won Beat 87% of the fleet together(+29 vs. without) · best 2nd · Jun 2025 – Feb 2026
  • Timothy Weiswasser · Two Trailer Park Girls · Handicap, T-10 4events 1 wins together · 3 podiums · 4 events · 7 of 34 races won Beat 88% of the fleet together(+30 vs. without) · best 1st · May 2024 – Aug 2026
  • John Teeter · Stripes · GL 70, IRC handicap, PHRF handicap 3events 2 wins together · 3 podiums · 3 events · 5 of 12 races won Beat 87% of the fleet together(+28 vs. without) · best 1st · Aug 2009 – Aug 2011
  • Paul Kerber · Blackbird, Bretwalda 3 · Beneteau First 36.7, PHRF handicap 3events 1 wins together · 3 podiums · 3 events · 6 of 21 races won Beat 97% of the fleet together(+39 vs. without) · best 1st · Aug 2008 – Aug 2010

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

Rating history

0199397200920122015201820212024Helm rating, all classesCrew rating, all classes

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

Event history · 89

DateEventBoatClassRoleFinish
5 Sep 20262026 Red Fox Regatta2 Trailer Park GirlsPHRF handicapSkipper3rd / 8
4 Sep 20262026 NUCORE Triangle2 Trailer Park GirlsPHRF handicapSkipper2nd / 5
7 Aug 20262026 CYC Verve Cup OffshoreTwo Trailer Park GirlsT-10Crew1st / 14
5 Jun 20262026 Helly Hansen Sailing World Regatta Series - ChicagoMinisterT-10Main Trimmer3rd / 15
13 Feb 20262026 Helly Hansen Sailing World Regatta Series - St PetersburgTwo Trailer Park GirlsORC handicapBoat Captain2nd / 11
14 Aug 20252025 T10 North American ChampionshipTwo Trailer Park GirlsT-10Skipper6th / 18
8 Aug 20252025 CYC Verve Cup OffshoreTwo Trailer Park GirlsT-10Skipper2nd / 16
19 Jul 20252025 MC Mid-Summer RegattaAdam PrettymanMC ScowSkipper7th / 11
5 Jul 20252025 MC 4th of JulyAdam PrettymanMC ScowSkipper12th / 14
4 Jul 20252025 Bryan Greene MemorialAdam PrettymanMC ScowSkipper3rd / 9
27 Jun 20252025 Chicago - Michigan City - Chicago RaceShes Going The DistanceT-10Skipper6th / 6
21 Jun 20252025 MC SeasonsAdam PrettymanMC ScowSkipper16th / 26
6 Jun 20252025 Helly Hansen Sailing World Regatta Series - ChicagoGot MilkT-10Skipper2nd / 17
1 Jun 2025COLYC COLORS 2025Local HoneyHandicapSkipper1st / 13
30 May 20252025 Helly Hansen Sailing World Regatta Series - DetroitPenelope’s ClosetT-10Other8th / 8
28 May 20252025 Wednesday Night Race SeriesOld SchoolPHRF handicapSkipper1st / 12
27 Sep 2024J/88 North American ChampionshipEricaJ/88Other7th / 11
21 Sep 20242024 Suttons Bay RaceOld SchoolPHRF handicapSkipper1st / 3
22 Aug 20242024 Verve Cup Inshore Regatta and T10 North AmericansTwo Trailer Park GirlsT-10Other6th / 24
5 Jul 20242024 4th of July RegattaAdam PrettymanMC ScowSkipper13th / 16
22 Jun 2024Gull Lake Michigan Invitational - MC Scow Regatta2224MC ScowOther24th / 24
21 Jun 20242024 MC Seasons2224MC ScowSkipper14th / 22
14 Jun 20242024 Spring RegattaAdam PrettymanE ScowSkipper4th / 9
7 Jun 20242024 Helly Hansen Sailing World Regatta Series - ChicagoTwo Trailer Park GirlsHandicapOther3rd / 17
31 May 20242024 Helly Hansen Sailing World Regatta Series - DetroitTwo Trailer Park GirlsT-10Other2nd / 9

Helm rating across all classes: 397, #5,158.Crew rating across all classes: 290, #8,358. Compiled from public results; not an official ranking.