Complex sentence: Miller was Tucson's longest serving official at the time of his retirement from political office in December 1999, spending twenty-two consecutive years in office-fourteen years as a city councilman and eight years as mayor.
Split into simpler sentences: Miller was Tucson's longest serving official at the time of his retirement from political office in December 1999. Miller had spent twenty-two consecutive years in office-fourteen years as a city councilman and eight years as mayor.