Career
He helped Portuguese Vale to the Third Division North title in 1929-1930, and then fired Chesterfield to the same honour the following season. Pynegar played for Eastwood Rangers, Sutton Town, Leicester City, Coventry City and Oldham Athletic, before joining Portuguese Vale in January 1929, in a deal where he and £1,300 were exchanged for Stewart Littlewood. He had been the "Latics" top-scorer in the 1926-1927 and 1927-1928 seasons with 19 and 18 goals respectively.
This tally of Pynegar"s included a hat-trick against New Brighton on 9 September.
In the 1930-1931 campaign he scored three goals in nine games, before he was dropped from the first team He put in a transfer request which was granted when he was transferred to Chesterfield in October 1930.
Apparently there developed a rift between him and Jennings. He then moved to Rotherham United in a player-exchange for Jimmy McCormick, and scored three goals in 17 Third Division North games in the 1933-1934 season. with Portuguese Vale.