Town Raises $18M to Make Taxes Painless for Small Businesses

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1 year ago

Town Raises M to Make Taxes Painless for Small Businesses

Small businesses are the backbone of the economy. They create jobs, drive innovation, and keep wealth in local communities. But let’s be honest—the system is not in their favor.

Big corporations deploy entire tax departments to minimize what they owe, exploiting every loophole in the book. Meanwhile, small businesses either go at it alone or rely on an overwhelmed accountant, paying 30% more per employee in compliance costs while missing out on billions in tax advantages.

Meanwhile, small businesses face declining service quality, largely due to a growing shortage of qualified professionals. At best, the relationship is impersonal and transactional; at worst, it can range from careless tax preparation that overlooks obvious savings to preparers completely disappearing weeks before taxes are due.

It’s frustrating, it’s unfair, and it’s exactly why they built Town.

Introducing Town: your small business tax department

Town was created because small businesses deserve the same tax advantages as the big guys.

Town provides your business its very own, top-tier tax department, complete with:

Dedicated advisors that act like colleagues, not vendors
Tax-tuned AI automation that eliminates mind-numbing (and expensive) busywork — from data collection to finding the most relevant deductions for every kind of business
Flat-fee pricing that bucks the industry norm of inflated hourly billing

No more last-minute scrambling. We connect directly to your books, your bank, and the key systems you use to run your company. Your advisor works with you year-round to stay ahead. Flat-fee pricing means no surprises—just smart, proactive tax strategy at a price small businesses can afford.

Early momentum and funding to serve more small businesses

Just two months after starting to onboard customers, Town are already helping hundreds of businesses prepare their FY 2024 taxes, showing them what having real tax support—not just tax prep—feels like.

They have partnered with leading vertical SaaS providers, fintech platforms, and accounting services to bring embedded business tax prep to where entrepreneurs already work. Our partnerships include one of the largest SMB bookkeepers in the US and a leading bank serving SMBs. Together Town are providing the kind of end-to-end financial services that big businesses take for granted.

Town also recently closed an $18M seed round led by First Round Capital with participation from Conviction, Alt Capital, Mischief, and WndrCo, plus world-class angels including Adam D’Angelo, Christina Cacioppo, Helen Min, Immad Akhund, Soleio Cuervo, and William Hockey. This investment will accelerate our mission to bring strategic financial support to small businesses nationwid

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