Clegg was first elected to the Alberta Legislature in the 1986 Alberta general election. He defeated incumbent New Democrat Jim Gurnett in a hotly contested two-way race to win the reconstituted riding of Dunvegan for the Progressive Conservatives. The race was very close with Clegg winning by almost two hundred votes.
Clegg and Gurnett ran against each other again in the 1989 Alberta general election. That election saw Liberal candidate Gerald Eherer enter the race with a marginal showing. Gurnett lost a significant share of his popular vote as Clegg won his second term comfortably. He was re-elected to a third term in office, winning another tight race over Hartmann Nagel of the Liberals by just three hundred votes. The NDP also finished a strong third with Clegg winning well under 50% of the popular vote. His margin of victory was decisive in his bid for a fourth term in office in the 1997 Alberta general election. Fred Trotter of the Liberals still made a strong showing but the Liberal vote was reduced over the last election. Clegg retired from public politics after the Legislature was dissolved in 2001.
After leaving public office, Clegg was appointed to the Electoral Boundaries Commission in 2002. In 2004 he was appointed by Minister of Learning Lyle Oberg in 2004 to serve on the Northern Alberta Institute of Technology board of directors representing the Fairview area.
- "Dunvegan Official Results 1986-1989". Alberta Heritage. Retrieved 2008-03-26.
- "Dunvegan Official Results 1993-1997". Alberta Heritage. Retrieved 2008-03-26.
- "Northern Developments". Northern Alberta Development Council. Spring 2002. Retrieved 2008-03-27.[dead link]
- "Northern Developments". Northern Alberta Development Council. Summer 2004. Retrieved 2008-03-27.[dead link]
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