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Sailor · 2010–2026

Leo Callahan

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Events
18

83 races · 5 race wins

Win rate
6%

6% win rate · 1 of 18

Podium rate
28%

5 top-three finishes

Typically beats
60%

of boats faced (90%: 57%–64%, 427 boats)

Best class ranking
#1771

Helm in Optimist · rating 243

Longest win streak
2

race wins in a row

Most successful partnership
Harry Callahan

1 wins · 3 podiums in 6 events together · 17% win rate

Best trio
Sean Callahan & Harry Callahan

1 wins · 3 podiums in 5 events, all three aboard

Biggest lift
Sean Callahan

+12 points of fleet beaten when sailing together

Longest-running crew
Harry Callahan

Aug 2024 – Aug 2026 · 6 events

Nemesis
Gray Benson

3–31 head to head in 34 races

Rival
Caroline Benson

21–30 in 51 races

Best day
17 Jul 2012

3-7-8 · MRYC Annual Junior Regatta · about 1 in 47 by chance

Signature result
3rd of 52

MRYC Annual Junior Regatta · Optimist · 17 Jul 2012

Partnerships · 8 sailors

Most successful partnership: Harry Callahan — 1 wins · 3 podiums in 6 events together · 17% win rate
  • Harry Callahan · Billie P hall, Billie P Hall, Billie P. Hall, SEAWEAVE · Handicap, Log Canoe, PHRF handicap 6events 1 wins together · 3 podiums · 17% win rate · 3 of 16 races won Beat 63% of the fleet together(+4 vs. without) · best 1st · Aug 2024 – Aug 2026
  • Sean Callahan · Billie P hall, Billie P Hall, Billie P. Hall, SEAWEAVE · Handicap, Log Canoe, PHRF handicap 5events 1 wins together · 3 podiums · 20% win rate · 3 of 13 races won Beat 69% of the fleet together(+12 vs. without) · best 1st · Aug 2024 – Aug 2026
  • Comber McHugh · Billie P Hall · Log Canoe 1events 0 wins together · 1 podiums · 1 events · 1 of 3 races won Beat 71% of the fleet together · best 3rd · Aug 2026 – Aug 2026
  • Lump Callahan · Billie P. Hall · Log Canoe 1events 0 wins together · 1 podiums · 1 events · 1 of 3 races won Beat 75% of the fleet together · best 3rd · Aug 2026 – Aug 2026
  • Joseph Callahan · Billie P Hall · Log Canoe 1events 0 wins together · 0 podiums · 1 events · 0 of 3 races won Beat 33% of the fleet together · best 7th · Aug 2024 – Aug 2024
  • Justin Callahan · Billie P hall · Handicap 1events 0 wins together · 0 podiums · 1 events · 0 of 3 races won Beat 29% of the fleet together · best 6th · Aug 2024 – Aug 2024
  • Nate Dunker · Billie P Hall · Log Canoe 1events 1 wins together · 1 podiums · 1 events · 1 of 3 races won Beat 100% of the fleet together · best 1st · Aug 2025 – Aug 2025
  • Laura Callahan · Billie P Hall · Log Canoe 1events 0 wins together · 0 podiums · 1 events · 0 of 3 races won Beat 33% of the fleet together · best 7th · Aug 2024 – Aug 2024

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

Rating history

-15115245201120142017202020232026Helm rating, all classesCrew rating, all classes

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

Event history · 18

Helm rating across all classes: 184 (±210), #20,427.Crew rating across all classes: 137 (±231), #22,095. Compiled from public results; not an official ranking.