Career
He made a record 627 appearances for his hometown club with 537 of these appearances being in the league, after joining the club as a youngster in 1960. He made his debut aged only 18 against Walsall, going on to serve 17 years at the club In the late 1960s, alongside Cecil Irwin, Len Ashurst, Martin Harvey, Charlie Hurley and Jim McNab, Montgomery formed one of the most notable and most settled back fives in "s history.
His most memorable contribution in that match was a double save from Trevor Cherry and Peter Lorimer which prevented Leeds from equalising.
This is considered by many to be the greatest double save ever. Montgomery also played for Southampton, Birmingham City and
After he retired as a player Montgomery returned to Birmingham City and as a goalkeeping coach. As a player After his playing career ended.