In bridge, he was the winner of the 1986
Rosenblum Cup world teams championship. He was also runner-up in the 1982 Rosenblum Cup, 1989
Bermuda Bowl and won the Senior Teams at the 2000
World Team Olympiad, and another gold at the 2003
Senior Bowl, as well as more than a dozen
American Contract Bridge League (ACBL)
North American Bridge Championships (NABC-level) events. Many of his successes were in partnership with
Ed Manfield. He is a
World Bridge Federation (WBF) World Grand Master He won the 1978 International Bridge Press Association (IBPA) award for
Best Article or Series on a System or Convention. Since 1984, Woolsey has been one of four (before 2005) or six rotating directors of
The Bridge World's monthly Master Solvers Club. Kit Woolsey is editor of the online backgammon magazine
GammOnLine. As of May 2014, the annotated match in the free "Demo issue" is "from 1996 World Cup finals between Malcolm Davis and Kit Woolsey". Kit's wife
Sally Woolsey was player-captain of the runner-up team, or losing finalist, for the inaugural, 1994
McConnell Cup—a quadrennial world championship event for women that runs to parallel to the open Rosenblum Cup he won in 1986. From 1998 they have played together in all four Mixed Pairs championships at the same convention, now called the
World Bridge Series Championships (within the bridge world, World Series for short). ==Bridge accomplishments==