His father was originally a Lithograph Machine Printer but later started a drapers at his residence 442 Oldham Road, where Thomas and his siblings helped in his business.
Shortly after he moved to Canada, his father transmitted his business to his sister-in-law and Thomas's maternal aunt, who used to be Henry's assistant before he began a drapers, and her husband.
He was a director and shareholder of the Moline Cooperative Society, and served as reeve of the Rural Municipality of Saskatchewan in Manitoba from 1918 to 1922.
The UFM unexpectedly won a majority of seats, and formed government as the Progressive Party.
Wolstenholme was struck by a motorist on November 14, 1952, and died of his injuries at the Minnedosa General Hospital two days later.