He quickly irritated fellow Democrats on the board, announcing plans to introduce a bill calling for one regional government for the city and St. Louis County, which many of them opposed.
He became interested in politics doing campaign work for his uncle, then-state Sen. Robert Pentland. Later, while living in the CWE, he was elected 25th Ward committeeman in 1968 and then the ward’s alderman in 1981.
He then joined the board’s two only Republican members to sponsor the ward reduction measure. “We said ‘we’ll start with your ward,’” former Democratic Alderman Freeman Bosley Sr. recalled in 2001. “We used him as a sacrificial lamb.”
Later in his career, Pentland was the longtime prosecuting attorney for Warson Woods, where he lived for many years, and ran unsuccessfully in 2008 for the Democratic nomination in the 2nd Congressional District.
Over the years he also was involved in various nonpolitical activities, including service on the boards of the Missouri Athletic Club, the Mary Ryder Home and other organizations. He was proud of his work with the Brentwood High School Alumni Association and its scholarship committee.
Check the latest news about Politics news section for best information related to politics news topic.