 During his apprenticeship, Wright is likely to have lodged at the High Street tenement near the Netherbow Gate that served as Jameson's workplace.The apprenticeship was contracted for five years, but may have been curtailed by Jameson's imprisonment in late 1639.There is no record of any independent work by Wright from this period (his earliest known painting being a small portrait of Robert Bruce, 1st Earl of Ailesbury, painted in the early 1640s during his time in Rome).