Head moved – or fled – to his homeland Ireland, where he gained esteem with his first comedy "Hic et ubique, or, The Humors of Dublin" – printed with a dedication to James Scott, 1st Duke of Monmouth at his return to England in 1663. The Duke's recompense remaining below expectations Head had to survive as a bookseller with shop addresses (so Sidney Lee) in Little Britain, and (so Gerard Langbaine) in Petty Canons Alley, off Paternoster Row and opposite Queen's Head Alley. Winstanley located him in Queen's Head Alley. If his reports are trustworthy, Head gathered some wealth in little time only to gamble it away again a little later.