Who's Won the Ol' Mug the Most Times?

Which skipper can boast winning the America’s Cup the most times?

These FOUR skippers won it THREE TIMES each since 1851:

- C. Barr in 1899 on Columbia (USA) for J.P. Morgan/C.O. Iselin/E.D. Morgan against Shamrock (UK) – owner Sr. Thomas Lipton
- C. Barr in 1901 on Columbia (USA) for J.P. Morgan/E.D. Morgan against Shamrock II (UK) – owner Sr. Thomas Lipton)
- C. Barr in 1903 on Reliance (USA) for C.O. Iseline and syndicate against Shamrock III (UK) – owner Sr. Thomas Lipton

- H.S. Vanderbilt in 1930 on Enterprise (USA) for W. Aldrich and syndicate against Shamrock V (UK) – owner Sr. Thomas Lipton
- H.S. Vanderbilt in 1934 on Rainbow (USA) for H. S. Vanderbilt and syndicate against Endeavour (UK) – owner T.O.M. Sopwith
- H.S. Vanderbilt in 1937 on Ranger (USA) for H.S. Vanderbilt against Endeavour II (UK) – owner T.O.M. Sopwith

- Dennis Connor in 1980 on Freedom (USA) for the Maritime College at Ft. Schuyler Foundation, Inc.) against Australia - - owner Allen Bond and syndicate
- Dennis Connor in 1987 on Stars & Stripes (USA) for the Sail America syndicate against Kookaburra III (AUS) – owned by K. Parry and syndicate
- Dennis Connor in 1988 on Stars & Stripes (USA) for the Sail America syndicate against New Zealand (NZ) – owner Michael Fay

- Russell Coutts in 1995 on Black Magic (NZ) for Peter Blake and Team New Zealand against Young America (NZ) – owned by Pact 95 syndicate
- Russell Coutts in 1995 on Black Magic (NZ) for Team New Zealand against Luna Rossa (Italy) – owner Prada Challenge
- Russell Coutts in 2003 on Alinghi (Switzerland) for Alinghi/Ernesto Bertinelli against New Zealand (NZ) – owner Team New Zealand