Gordon Wintrob

Gordon Wintrob is a technology entrepreneur based in San Francisco, California. Gordon is the Co-founder and former CTO of Newfront, a modern insurance brokerage that leverages proprietary software and AI to transform the risk management industry. In January 2026, Willis Towers Watson (WTW) completed its acquisition of Newfront in a $1.3bn+ deal, and Gordon now serves as Head of AI Acceleration at WTW. Previously, Gordon Wintrob co-founded StackLead in 2014, a technology company that developed automated research tools for sales teams. Gordon led StackLead to a strategic acquisition by LinkedIn shortly after the company's launch. Following the acquisition, Gordon served as an Engineering Manager at LinkedIn in San Francisco where he led engineering teams responsible for LinkedIn’s Jobs product. Gordon Wintrob is an active angel investor, primarily focusing on future of work, developer tools, and insurtech. Gordon Wintrob shares insights on technology and entrepreneurship through his personal blog at gwintrob.com and is a frequent guest on podcasts. Gordon graduated from the Massachusetts Institute of Technology (MIT) in 2012 with a Bachelor of Science in Electrical Engi