A Modern CPA Firm for Today’s Service Businesses
Cloud-based accounting with best-in-class tools — and a CPA who still answers your call.
Why work with us?
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We don’t do one-off tax prep. Tax filings are included only for our monthly accounting clients—because we believe the best results come from ongoing partnerships, not last-minute transactions.
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We are not a one-size fits all CPA firm. We specialize in experience-driven businesses—travel companies, wedding venues, and service providers—so we understand the unique challenges you face with deposits, seasonality, and growth planning.
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No waiting weeks for answers. We stay ahead of your needs with regular communication and proactive insights.
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We use modern cloud-based tools (QuickBooks, Gusto, Zapier, and more) to automate busywork and give you real-time clarity on your numbers from anywhere in the country.
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You get the accessibility and personal attention of a small firm, with the systems and expertise you’d expect from a much larger one.
I’m Hudson. I’m a CPA based in Big Sky, Montana.
After earning my CPA and working in corporate accounting & finance, I started Headpoint to bring modern, proactive accounting to business owners who want more than once-a-year tax prep.
Over and over, I heard the same thing from business owners:
They wanted confidence and trust in the work being performed.
They wanted proactive support — not reactive responses.
They wanted the ability to actually speak with their accountant.
That’s the foundation Headpoint is built on. I’m passionate about finding and learning the best tools to maximize efficiency. By combining proven cloud-based software with responsive, personalized service, I help clients save time, reduce errors, and gain real clarity from their numbers.
Outside of the numbers, I split my time between Montana and Chicago. You’ll often find me skiing, cycling, or (painfully) watching the Jacksonville Jaguars.
At Headpoint, my goal is simple: to bring clarity and confidence to your back office, so you can focus on running your business — and know you’ve got a CPA who always has your financials covered.
Our Software Partners
The right tools make finance frictionless — we partner with best-in-class platforms to simplify and streamline your back office. As certified partners, we can often pass on exclusive discounts or preferred pricing to our clients.
Quickbooks Online
The industry-standard accounting software we use to manage your books with clarity and precision.
Gusto
Our go-to platform for seamless payroll, benefits, and team onboarding — even across multiple states.
Relay
A modern business banking solution that makes bill pay, team access, and cash management effortless.
Xero
An alternative cloud-based accounting system we support for clients already on the platform.
Fathom
We use Fathom to turn your numbers into clear, actionable dashboards and performance insights.
Zapier
We build automations in Zapier to connect your tools and eliminate manual, repetitive tasks.