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Currently, the Progressive Labor Party holds power in Bermuda.  The UBP is the opposition.  A quick look at their website turns up the following info:

1964 (Aug. 21) – United Bermuda Party founded.
1968 – UBP wins General Election with 30 of 40 seats (Henry Tucker, Party Leader).
1971 (Dec. 29) – Edward Richards succeeds Henry Tucker as Party Leader.
1972 (May) – UBP wins General Election with 30 of 40 seats (Edward Richards, Party Leader and Premier).
1976 – John Sharpe elected Party Leader (and Premier).
1976 – UBP wins General Election with 26 of 40 seats (John Sharpe, Party Leader and Premier).
1977 – Under 40 Caucus, the Party’s first youth wing was established (Michael Winfield, President).
1977 (Aug.) – John Sharpe resigns as Party Leader (and Premier).
1977 (Aug 26.) – David Gibbons elected as Party Leader (and Premier).
1980 (Dec) – UBP wins General Election with 22 of 40 seats (David Gibbons, Party Leader and Premier)
1982 (Jan. 15) – John Swan elected as Party Leader (and Premier)
1983 (Feb.) – UBP wins General Election with 26 of 40 seats (John Swan, Party Leader and Premier).
1985 (Oct.) – UBP wins General Election with 31 of 40 seats (John Swan, Party Leader and Premier).
1989 (Feb) – UBP wins General Election with 23 of 40 seats (John Swan, Party Leader and Premier)
1993 (Oct) – UBP wins General Election with 22 of 40 seats (Sir John Swan, Party Leader and Premier)
1995 (Aug) – Sir John Swan resigns as Premier after an unsuccessful campaign for Bermuda’s Independence
1995 (Aug) – Dr. David Saul succeeds Sir John Swan as Party Leader (and Premier)
1997 (Mar. 27) – Pamela Gordon succeeds Dr. David Saul as Party Leader (and Premier) and becomes Bermuda’s first female Premier, the youngest person ever to hold that office.
1998 (Nov. 9) – UBP defeated at a General Election for the first time 26-14.
2001 (Oct. 2001 – Jan. 2006) – Dr. Grant Gibbons succeeds Pamela Gordon as Party Leader (and Leader of the Opposition).
2006 (Jan – March 31, 2007) the Hon. Wayne L. Furbert succeeds Dr. Grant Gibbons as Party Leader (and Leader of the Opposition).
2007 (April 2nd – Present) the Hon. Michael Dunkley succeeds the Hon. Wayne L. Furbert as Party Leader (and Leader of the Opposition).

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