Driscoll remained in Montreal, where he studied for the bar in the offices of
Denis-Benjamin Viger. At the same time as his studies, he edited the
Herald newspaper while living on
Rue Saint-Paul, and in 1819 he was the editor of the
Courant too. In May 1823, Driscoll was called to the Bar of
Lower Canada. He got on rapidly, gaining the reputation of being a clever, eloquent and witty lawyer. He was invited to run for
Parliament at
Carleton County,
Upper Canada, where many of his old regiment had been granted land, but declined. In time, he
took silk and was for a long time Crown Prosecutor in the Criminal Terms. The future 4th
Chief Justice of
Quebec, Sir
Francis Godschall Johnson, articled under him from 1834 to 1836. He saw active service during the
Lower Canada Rebellion of 1837–38, and as a favourite of
Lord Durham, he was appointed
Lieutenant Colonel of the volunteers. In 1840, he was appointed police
magistrate, and a seat on the
Bench lay before him. But, his levity of character, coupled with an irritable and sensitive spirit led him to quarrels, and
duels, with many of his legal contemporaries, notably Judges
Aylwin and Holland. Those who suffered from a sense of professional inferiority to the quick-tempered old Irishman, and the lash of his wit, did all they could to disparage him and point out his weaknesses, but in the end it was his disregard of public opinion that precluded him from becoming a judge, to which his talents clearly entitled him. On his death, except for
Côme-Séraphin Cherrier, he was the oldest serving member of his profession in Montreal. Driscoll had many good qualities, the chief of which was benevolence, which he often carried to excess, "in the manner of poor
Oliver Goldsmith"; and like that benevolent person, Driscoll was improvident and died poor. Though remembered as a great lawyer, Henry Driscoll had all the talents to attain high position and true lasting memory, but he threw away his opportunities. A strange peculiarity about him was that he did not like his own countrymen, and too frequently decried them. ==Poet and wit==