The BILL OLSEN Individual Handicap Tournament Winners
| Year |
Winner |
Team |
| 2009 |
Isa Ismaili |
NYAC |
| 2008 |
Rick Mackenzie |
Vancouver |
| 2007 |
Paul Flemming |
Toronto |
| 2006 |
Tom Kollins |
USA |
| 2005 |
Tim Rodenbush |
Vancouver |
| 2004 |
Bill Sked |
Scotland |
| 2003 |
Robert Gaglio |
Bermuda |
| 2002 |
Charlie Smith |
England |
| 2001 |
Ken Shea |
Halifax |
| 2000 |
Tom Kollins |
USA |
| 1999 |
Jim Nash |
USA |
| 1998 |
Tom Kollins |
USA |
| 1997 |
Ken Shea |
Halifax |
| 1996 |
T. Dunne |
New York |
| 1995 |
Ken Shea |
Halifax |
| 1994 |
Ken Shea |
Halifax |
| 1993 |
K. Offord |
Chicago |
| 1992 |
N. Miller-Cheevers |
England |
| 1991 |
B. Cummings |
Ottawa |
| 1990 |
P. Lambert |
Bermuda |
| 1989 |
Denis Coyle |
Bermuda |
| 1988 |
Ervin Budge |
Canada |
| 1987 |
Ervin Budge |
Canada |
| 1986 |
Ken Shea |
Ottawa |
| 1985 |
Ken Shea |
Ottawa |
| 1984 |
N. Miller-Cheevers |
England |
| 1983 |
Brian Tresidder |
London |
| 1982 |
Eric Connelly |
USA |
| 1981 |
N. Miller-Cheevers |
England |
| 1980 |
Ken Shea |
Ottawa |
| 1979 |
Jack Rogers |
Ireland |
| 1978 |
Ken Shea |
Ottawa |
| 1977 |
Pascal Burke |
Ireland |
| 1976 |
N. Miller-Cheevers |
England |
| 1975 |
N. Miller-Cheevers |
England |