He was re-elected in the 1999 Northwest Territories general election, winning in a landslide with 83% of the vote.

His government survived a historic vote of no confidence on February 6, 2009 by a vote of 10 to 8, following allegations by a number of MLAs that he was refusing to communicate with them on major policy decisions, including changes to the territory's health benefits policy, a $34-million loan given to Discovery Air, approval of the $165-million Deh Cho Bridge, and plans to amalgamate a number of public services boards.

[2] He faced renewed controversy in May 2009 when the territorial conflict of interest commissioner, Gerald Gerrand, ruled that there were reasonable grounds to believe that the affair constituted a breach of Roland's duties of office, including unconfirmed allegations that Patricia Russell passed on confidential information from legislative committee meetings to Roland.

[3] Roland unsuccessfully ran in the 2015 federal election[4][5] and is formerly President of the Western Arctic Conservative Association.

In this election, no other candidate registered to run for this riding, so Floyd Roland was returned by acclamation.