[2] In 1990, Oliver-Watts played the protagonist Craig in the comedy Ladies' Night at the Theatre Royal, Brighton.
[4] In 1992, he played Benedick in the fourth series of British mystery drama Agatha Christie's Poirot.
[6] In the same year, he played the protagonist Joe Soap in the pop musical Hot Stuff at the Cambridge Theatre in the West End.
[6] In the same year, he played Tony Bishop in the fourth series of British police drama Pie in the Sky.
[2] In the same year, he played Algernon Moncrieff in Aquila Theatre's production of The Importance of Being Earnest at Baruch College in New York.
[12] He then played both Puck and Egeus in A Midsummer Night's Dream on a theatrical tour with Aquila which included Chicago and Colorado.
[2][22] In the same year, he played Nick Terrigan in the sixteenth series of British medical soap opera Doctors.