Instead, in 1717 Cruttenden became a bookseller and broker, setting up shop near the Mercers" Chapel in Cheapside, London, before making and losing a fortune in the South Sea Bubble speculation. He went bankrupt in 1721, and moved to Finsbury. Cruttenden wrote some poems, published after his death, translated a French version of Pindar"s Ode to Prosperina (London, 1738), and wrote The principles and preaching of the Methodists considered (London, 1753).
He rejoined the Calvinistic Lime Street Independent chapel, near Leadenhall Market, where Robert Bragge had been pastor.
Becoming a lay elder. Here he experienced a spiritual conversion, which was described in print by Whitefield, attracting interest and criticism.
Cruttenden wrote seven or so hymns, published after his death: "And is it yet, dear Lord, a doubt?" "Did Jesus die, but not for me?’ ‘I own my guilt, my sins confess;" "Let others boast their ancient line;" "Rise, Sun of glory, shine reveal"d;" " "Tis false, thou vile accuser, go;" "What adverse powers we feel within."
The couple had three children: Edward Holden Cruttenden (1717-1771), an East India Company director Joseph Cruttenden, an attorney and Clerk to the Royal College of Surgeons, 1745-1780.
And Sarah Elizabeth Cruttenden (1725-1811), who married the surgeon Sir Percivall Pott.
Cruttenden died 23 June 1763, and was buried in a private vault in Bunhill Fields, 1 July 1763.