William Gregory began his career as a superintendent of a mill in Providence before age 21. He later transitioned to business ownership, managing a wool mill in Wickford. Gregory also held significant roles in banking, serving as president and director of Wickford National Bank and as a director for two Providence banks. His public service included a leadership position as chairman of the Board of State Charities and Corrections.

William Gregory's political identity is marked by a blend of local business acumen and public service, with a surprising emphasis on infrastructure. His career as a wool mill owner and banking executive juxtaposed with his leadership in state charities reveals a pragmatic yet ideologically agile approach. Gregory's decision to relocate the state capital from Newport to Providence, driven by regional economic interests, showcases a strategic vision that balances local development with broader public service goals. His membership in the Freemasons hints at a network-oriented strategy, further complicating his ideological positioning.