Shayne S.

Career path.

1. OpenAI

   ChatGPT

   Dec 2025 - Present
2. review.ai

   Founder

   Aug 2024 - Dec 2025
3. Tailscale

   VP of Product

   Nov 2022 - Aug 2024
4. Citizen Grind

   Owner & Barista

   Aug 2018 - Jul 2020
5. Meta

   Engineering Manager

   Sep 2012 - Sep 2016
6. Instagram

   Founding Engineer

   Nov 2010 - Sep 2016
7. CoffeeTable (acquired by Wanderful Media)

   Co-Founder, Advisor

   May 2010 - Oct 2012
8. Credentify

   Founder

   Nov 2008 - Nov 2009
9. Build.com

   Principal Engineer

   Feb 2007 - Nov 2008
10. TagJag

    Founder

    Oct 2005 - Oct 2006