[1][4] Underwood's signed for Southern League First Division club Brentford on 4 June 1902.

[2][5][6] He made 195 appearances in all competitions for the Bees and was awarded a benefit match upon his departure at the end of the 1907–08 season.

[8] Underwood moved up to the Football League and signed for Second Division club Glossop in May 1908.

[10] Glossop took eventual runners-up Bristol City to a replay in the fourth round and lost 1–0.

This biographical article related to association football in England, about a midfielder born in the 1870s, is a stub.