Background
Hollands was born in Poplar in the East End of London and started his football career with local club, Millwall Rovers, when the club were restricted to friendlies and appearances in the early rounds of the FA Cup.
Hollands was born in Poplar in the East End of London and started his football career with local club, Millwall Rovers, when the club were restricted to friendlies and appearances in the early rounds of the FA Cup.
The following year, (now known as ) they again reached the third qualifying round against Woolwich Arsenal, with the "Gunners" running out 2–0 winners. In the 1894 close-season, Hollands moved to Hampshire to join Southampton Street Mary"son Foreign the start of their League career, Saints signed several new players on professional contracts, including Charles Baker, Lachie Thomson and Alf Littlehales from Stoke and Hollands from Millwall.
Hollands made his debut for the "Saints" in their inaugural Southern League match, a 3–1 victory over Chatham played at the Antelope Ground on 6 October 1894, when he scored the second goal.
Described as "a small, fair-haired left-winger", Hollands was a "smart, nimble dribbler". Southampton finished the league season in third place, eight points behind the champions, Hollands" former club
In the, Southampton met Newbury in the first qualifying round on 13 October 1894. In July 1895, Hollands returned to London to re-join, helping them to retain their Southern League title in 1895-1896 before being re-instated as an amateur in 1896.