In 1933, he married Miss Hannah Emiola Onalaja of Erunwon  Ijebu-Ode. By that marriage Mr and Mrs T.G. Oshokoya had two  daughters—Mrs Matilda Shelly and Mrs Grace Anu Ogunlaja (of blessed memory). Grace was a full-time Apostolic Faith worker; a competent compugraphic machine operator in our printing department in her lifetime. She was very intelligent and hard-working. She took after her father, and she died on active service. Her husband decided to become a full-time worker after her death. She was very influential. 

Timothy worked at an auto mechanic's workshop in Ijebu-Ode for a while before moving to Ibadan, where he became a salesman dealing in motor vehicle spare parts. While in Ijebu-Ode, he travelled to Sagamu to visit a  friend—who was also an auto-mechanic— and whom he found busy  moulding coins. Timothy “inquired how he came about that sort of illicit  business of counterfeiting…” His friend narrated the whole story in full  detail. In his words, “I was initiated as a member of the syndicate at once.”  Later as he studied Gregg Shorthand, he transcribed a passage that was  about minting and that seemed to teach him the details to perfection.