Born in Wisbech, Rollo began his career at Walsall as a trainee but made just one first-team appearance for the side in the Football League Trophy as a substitute before being released.

In his first season at Ninian Park, Rollo made seventeen appearances including playing in the play-off semi-final first leg defeat to Northampton Town.

[2] He made just eight more appearances for the side before being allowed to leave at the end of the season following a loan spell in the Welsh Premier League with Ebbw Vale.

He moved to Forest Green Rovers,[3] where he spent one season but struggled to hold down a place in the first team and returned to Bath City for a second spell on loan.

Despite being offered the captaincy at the Welsh side, he decided to leave and returned to Bath City, this time on a permanent basis, in May 2002.