Born at Great Wenham Priory, Suffolk, Bailey came from an ancient Yorkshire family. In 1810 he inherited ‘a handsome fortune’ from his uncle, Richard Crawshay, of Cyfarthfa ironworks, Glamorgan, with whom he had been employed.
Bailey retired from the personal direction of his business around 1830, and, having previously resisted several invitations to stand for parliament, came forward for Worcester in 1835. Although he had acquired a reputation for ruthlessness in dealing with industrial unrest at his ironworks, he was presented as a generous employer ‘who diffused his bounty among his own workmen’.
In October 1835 Bailey opposed the municipal reform bill, which, he claimed, would have disenfranchised 800 freemen in Worcester and ‘about 80,000’ municipal electors in ‘the kingdom at large’, and supported Lord Francis Egerton’s unsuccessful amendment to the Irish municipal corporations bill, 8 Mar. 1836.
Bailey’s re-election for Worcester in 1837 was again unsuccessfully challenged on petition, and that year he funded the return of eldest son, Joseph Bailey, as MP for Sudbury. The two joined other members to dine with Sir Robert Peel, 16 May 1838.
Bailey advocated ‘a judicious tax on property’, but supported Peel’s reintroduction of income tax, 13 Apr., 31 May 1842, voted in the minority to extend the maximum working day to 12 hours, 22 Mar. 1844, and opposed the second reading of the factories bill, 22 May 1846. Although he was a ‘firm Protectionist’, he again supported Peel over sugar duties, but broke with him to oppose the repeal of the corn laws.
Since the early 1830s Bailey had been ‘engaged in the commercial and shipping interests of Liverpool’. He opposed the Liverpool docks bill in June 1836, and from 1848 invested in the development of Birkenhead Docks and was elected chairman of its trustees in December 1850.
