He studied medicine in London until 1764, when he went as assistant to his uncle, John Wolcot of Fowey, taking a Scotch Degree of Doctor of Medicine three years later, immediately after which, his distant connection, Sir William Trelawny, going to Jamaica as Governor, he accompanied him as physician. In that island he saw little or no prospect of securing a paying practice, and paid a flying visit to England in 1769 to take holy orders. On his return to Jamaica he found that the lucrative living for which he had been destined, had, contrary to expectation, not been vacated, whereupon, after holding a minor clerical post for a few months, he reverted to his old profession, and obtained the post of physician-general to the troops. Sir William Trelawny died at Spanish Town in 1772, and Wolcot again came to England, where he established himself as a doctor at Truro, but, after disputes with his medical confrères and the Corporation, removed in 1779 to Helstone and then to Exeter.
Wolcot abandoned the practice of medicine in 1781, when he came to London, urged to this step partly by the desire to advance the prospects of his protégé, Opie, the painter, and partly by the desire to establish himself there as a man of letters. The last project was not so mad as it may have appeared to his country neighbours, for under the pseudonym of “Peter Pindar” he had already obtained some success with the publication of a “Poetical Epistle to Reviewers” in 1778, in which he declared:
“In Sonnet, Ode, and Legendary Tale,
Soon will the press my tuneful Works display.”
He fulfilled this promise, and in 1782 issued “Lyric Odes to the Royal Academicians for 1782,” by “Peter Pindar, Esq., a distant relative of the Poet of Thebes and Laureat to the Academy,” which were at once so successful, that in quick succession came from his fertile pen, “More Lyric Odes to the Royal Academicians for 1783,” “Lyric Odes for 1785,” and, in 1786, “Farewell Odes to Academicians.” These vigorous verses attracted much attention, for the critic was outspoken in his dislikes, and lashed with the utmost contempt “George’s idol,” West, and other fashionable artists; though he showed his discrimination by praising the works of Gainsborough, Reynolds (“Of whose fine art I own myself a lover”), and of the unfairly neglected Richard Wilson (“By Britain left in poverty to pine”):
“But honest Wilson, never mind;
Immortal praises thou shalt find,
And for a dinner have no cause to fear.
Thou start’st at my prophetic rhymes: