Bob Wilson played in the Brandon After Little League, Pony League, Brandon Athletics, and for one year Bob joined the Cloverleafs in 1957. For the next 21 years Bob won the Central Manitoba Baseball crown four times from 1957-60, won M.S.B.L. title six times and the Manitoba senior A crown five times (66, 69, 70, 71, 76). Bob played in the Canadian championships at Kenosee (1971), took silver at the Canadian championships in Edmunston, N.B. in 1973, and was named to M.S.B.L. first all star team nine times and the second all star team three times. Bob had a 17 year batting average of .306 in M.S.B.L., and was named to the M.S.B.L. forty year all star team as an outfielder.