Gordon Wintrob is a technology entrepreneur based in San Francisco, CA. He is the Co-founder and Chief Technology Officer (CTO) of Newfront, a technology-enabled insurance brokerage that uses proprietary software and artificial intelligence to transform risk management. In his free time, he enjoys ultrarunning and spending time with his labradoodle Willow.
- Artificial intelligence applications in insurance and risk management
- API infrastructure and full-stack engineering
- Distributed data ingestion and workflow automation
- Newfront (2017–present): Co-founder & CTO. Newfront has raised over $300M from investors including Y Combinator, Goldman Sachs, Founders Fund, and Index Ventures. The company serves thousands of clients across industries such as life sciences and construction, using AI-driven tools for contract review and coverage analysis.
- Acquisition: In December 2025, Willis Towers Watson (WTW) announced an agreement to acquire Newfront in a deal valued at up to $1.3B.
- LinkedIn (2014–2017): Engineering Manager. Gordon led teams within LinkedIn Jobs and built distributed ingestion pipelines that aggregated millions of open roles from across the web.
- StackLead (2014): Co-founder. StackLead built automated research tools for sales teams. The company was part of the Y Combinator W14 batch and was acquired by LinkedIn in September 2014.
- Angel Investing: Focus areas include future of work, developer tools, and insurtech. Portfolio companies include Vercel, Segment, and Clearbit.
- Writing & Media: Shares insights through the Newfront blog and a personal blog. Gordon appears on industry podcasts like The Blind Ambition, Emerging Tech Series, The AI Report, Bloomberg Beta, and InsTech Podcast.
- MIT (2012): B.S. in Electrical Engineering and Computer Science.


