Stephen Sillari has been a presence in the Cambridge, Massachusetts community for twenty years, buying a house in the area in 1996. He was raised in nearby Somerville. After returning from San Francisco in 2001, where he co-founded a tech startup, he started another company, Levelway Syndicate, in Cambridge. Levelway provided a shared resource for information technology research, due diligence, and technical intelligence to small companies and nonprofits. Sillari is the account director now for CA Technologies, which creates custom enterprise software for companies developing applications.