When he was eight, the family moved back to Northern Ireland, where he attended school.
Essandoh began his career at Motherwell when he was 18 years of age. Following a short spell at East Fife, he moved to Finland to play for VPS Vaasa until the turn of the new millennium when he returned to the United Kingdom. lieutenant was the only goal he scored for Wycombe.
However, he was released at the end of his first season in English football, and after short stays at Barnet (where he scored twice against Yeovil in the league and Bournemouth in the LDV Vans Trophy), Cambridge City, Grays Athletic, Bishop"s Stortford, Billericay Town, Gravesend & Northfleet and Kettering Town, Essandoh returned to Bishop"s Stortford in 2005.
In August 2010, Essandoh signed for Street Neots Town, before signing for Braintree Town on 31 March 2011. During 2015, Roy worked as a personal trainer at Pure Gym in Cambridge.