Playing career

Holyhead played for Wednesbury Old Athletic and Wolverhampton Wanderers

Wolverhampton Wanderers F.C.

Wolverhampton Wanderers Football Club is an English professional association football club that represents the city of Wolverhampton in the West Midlands region. They are members of the Premier League, the highest level of English football. The club was founded in 1877 and since 1889 has played at...

 before joining Burslem Port Vale

Port Vale F.C.

Port Vale Football Club is an English football club currently playing in Football League Two. They are based in Burslem, Staffordshire — one of six towns that make up the city of Stoke-on-Trent. The club's traditional rivals in the city are Stoke City, and games between the two clubs are known as...

 in September 1903, he quickly became a regular but was released at the end of the 1906–07

1906–07 Burslem Port Vale F.C. season

The 1906–07 season was Burslem Port Vale's ninth consecutive season of football in the Football League. The club resigned from the league on 14 June 1907....

season due to a financial crisis at the club. He left with 142 appearances (123 in the league) and 7 goals (6 in the league) to his name. He briefly returned to Wednesbury Old Athletic before moving on to Kidderminster Harriers