About

Hi, I’m Annie.

A Bay Area native, I’ve spent 25 years in tech — building companies, leading teams, and sitting in the rooms where strategy gets made and then remade. I’ve been a three-time C-level executive at growth-stage and global SaaS companies. Right now I’m COO at Interact, where I work with a small, sharp team on the very human problem of how companies better understand their current and potential customers online.

I have for the past several years gotten reacquainted with my technical roots and have dived head-first into building complex agentic systems that are doing everything from end-to-end user generated content moderation to lead identification, nurture, and outreach, to content pipelines, automating backend workflows, a bespoke customer service response system, and lots of really interesting stuff in between.

I also spend time as a mentor, advisor, and coach to mid- and senior-level leaders who are navigating the shift from doing to leading — figuring out who they are when the title changes, when the company changes, or when they change. I’m a part-time partner at The House Fund, an early-stage venture fund in the UC Berkeley ecosystem, and I write a small number of angel checks a year. To date, 80% of my portfolio companies are women- or minority-founded, something I’m proud of and intend to continue.

For the past eight years, I’ve helped grow Moms in Tech, a global community of 19,000 operators and executives who are building the life changing technology we are surrounded by while raising the next generation of innovators and disruptors.

I write a weekly column at the San Mateo Daily Journal on technology, culture, and the texture of everyday life. I’m about to publish my third non-fiction book, The Post-Knowledge Mind, which is an operators response to The Anxious Generation. I speak regularly on AI, modern parenting, women in leadership, and civic life.

Locally, I serve on the City of San Mateo Library Board, the San Mateo County Housing and Community Development Committee, and the boards of Techtonica and the San Mateo Area Chamber of Commerce. I care about public education, housing, and what it actually means to build a community worth living in.

Contact

email: hi@annietsai.co 
twitter: @meannie
connect on linkedin