Digby frequented the court of Elizabeth I, and became informally associated with the Elizabethan gentlemen pensioners. His marriage had significantly expanded his holdings, however, and possibly for this reason he left court to manage his estates. He was apparently an unforgiving landlord, as his tenants in Tilton petitioned the Crown for redress when he failed to honour the expensive leases granted them by his father. He added to his property in Buckinghamshire by buying land in Great Missenden, and a month after the queen's death his social station was elevated when on 24 April 1603 he was knighted by James I at Belvoir Castle. Four days later he was present for Elizabeth's funeral in London.