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Town’s mission is to give every small business the financial services edge of a Fortune 500 company. We’re starting by building the world’s most advanced small business tax advisory, powered by AI. Each year, more than 10 million business owners feel frustrated, anxious, and overwhelmed by their taxes—they need expert guidance. Town is that expert.

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Meet the founders

Key challenges you’ll be tackling

Tax preparation is undergoing a transformation—what traditionally took months can now be completed in minutes. You’ll have the unique opportunity to design an entirely new user experience that integrates human expertise and AI insights. How do we replace lengthy questionnaires when we can pre-fill answers from customer systems? How do we create a seamless, intuitive interface that makes sophisticated automation feel simple and approachable? How do we redesign communication with clients to leverage LLMs across every point of interaction across our website, app, email, text, and video meetings. These challenges will require creativity, innovation, and a deep understanding of front-end development.

Moreover, our front-end surface area covers all of the tooling that our CPAs use. We’re rethinking from the ground-up how tax returns are prepared — where do we put the best AI tools in the hands of accountants and tax pros, how do humans review the output of our automated tax prep systems, and how do we manage these flows across thousands of customers and accountants.

Finally, a lot of experiences around tax prep have not been innovated on in decades. We’re quickly iterating on tools that offer free tax extensions, or allow you to evaluate past returns for missed deductions, or help you BNPL for taxes to ease SMBs’ cashflow crunch during tax season. All of these experiences are huge opportunities to build best-in-class front-end.

This is an incredibly early-stage opportunity, and may technical decisions across our front-end are wide open. If that excites you, let’s chat!

How we work

Business traction

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If you’re interested in joining the team, send an email to: [email protected]

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