Hello, I’m Annie. I was born in Michigan and raised in the San Francisco Bay Area. Our home is a lively one and every day is an adventure with a teenager and a toddler, a grumpy old pup, and a flourishing garden that feeds us daily.
Having worked in tech for the past 25 years, I have held a variety of roles building, leading, and growing operations, sales, customer success, customer experience, marketing, operations, strategy, finance, and people. I am a three time C-level executive at growth and scale domestic & global SaaS software companies and a published author and industry speaker. More detail here.
These days, I wear a few hats.
As Chief Operating Officer at Interact, I am responsible for the company’s operational and financial strategy and get to work with an amazingly nimble and awesome team to bring a new layer of humanness and understanding to zero-party data acquisition and online relationship management.
I love to take on special projects, and for the past several years have focused on leveraging technology to scale productivity per employee and in the past few yrs have had a lot of fun diving deep into AI and building agentic systems to support more human connection.
As a mentor, advisor, and coach, I help mid-senior level leaders and entrepreneurs successfully shift from operational to strategic leadership, become intentional about their personal brand and make major career & personal transitions, and better understand their customers, employees, and themselves.
As part-time partner at The House Fund, an early stage venture fund investing in the UC Berkeley ecosystem of entrepreneurs, I support deal flow and advise our portfolio.
As an angel investor, I write 2-3 checks a year in founders and ideas that I believe in. To-date, my portfolio includes companies focused on SaaS, SMB, AI, alternative foods, and eCommerce. I am proud to have had the honor of investing in 80% women or minority founded companies.
As a writer, you can find me publishing weekly columns at the San Mateo Daily Journal, which serves San Mateo County and Silicon Valley. I write about the intersection of technology, culture, and everyday life.
I am a passionate advocate for education and progressive policies driving equity and personalized learning experiences within our local public education system. I sit on two non-profit boards driving economic empowerment (Techtonica) and economic prosperity (San Mateo Area Chamber of Commerce). For the past eight years, I have helped grow and nurture the Moms in Tech community, a global group of 19,000 working operators and executives in tech who have shaped the world as we know it today. As a community partner, I act as City Council appointed Trustee to the City of San Mateo Library Board, and as Board of Supervisors appointed committee member to the Housing and Community Development of San Mateo County, in the heart of the San Francisco-Silicon Valley peninsula.
You will find me speaking regularly on artificial intelligence, civic engagement, women in tech, leadership development and its evolution, modern parenting, investing, and more.
Contact
email: hi@annietsai.co
twitter: @meannie
connect on linkedin
Annie Tsai 