Careers at Gambit


About Gambit.

Gambit is building the tax firm of 2030.

AI is already changing the industry with over 6 million tax returns prepared and filed in the 2025 tax season relying on AI tools. The White House Council of Economic Advisors identified tax preparation as one of the professions most exposed to AI disruption. But the work will shift, not disappear. The invention of Excel replaced 1M bookkeeping jobs with 1.5M financial analyst jobs. AI will do the same for tax. Compliance gives way to tax advisory and strategy.

Most taxpayers play defense. We play to win. Our clients come to us because they want a partner who finds every strategy they qualify for, calculates the precise benefit, and helps them execute. Not just a firm that files accurately and on time.

We have raised $4.3m in capital and have offices in San Diego and Palo Alto. Gambit’s culture is built around 5-Star Service, comfort with change, and humility. Join us.


Open Positions

Tax Manager - preferably based in San Diego or Bay Area. 


Ready to lead the future of individual tax strategy and think we should create a new role for you? Tell as about it at careers at gambit dot tax