For the past 13 years, Lewis was the CFO of RKF, a commercial real estate brokerage company headquartered in NYC. In 1995, Lewis founded Los Angeles-based Stu & Lew Productions, an events company targeted at young, unaffiliated Jewish professionals. In 2006 he sold the company to Jdate, which Lewis had also helped create and launch in 1997. Lewis left RKF in June 2011 to pursue his dream of living in Israel. Lewis resides in Nachalot with his wife, Hindy, and four children.