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Essays  ·  June 19, 2026  ·  2 min read

Why accounting software still feels stuck in 2009

Cover art for the essay: Why accounting software still feels stuck in 2009

Walk into almost any accounting firm and watch how a month-end close actually happens. You’ll see a browser with fourteen tabs open, a spreadsheet that someone built in 2016 and is now afraid to touch, an email thread forty replies deep, and a sticky note that says “ask client re: Amex.” The work gets done — these are some of the most resourceful professionals in business — but it gets done in spite of the software, not because of it.

Why it got stuck

Accounting software optimized for the wrong thing. For two decades, the industry chased compliance and feature checklists: more reports, more integrations, more configuration. What it rarely chased was the actual day — the connected sequence of small steps a firm runs to take a client from messy records to filed returns.

Because no single tool owned the workflow, firms assembled their own out of whatever was nearby: a general ledger here, an e-signature tool there, a portal, a folder structure, and a lot of email to hold it all together. Every seam between those tools is where time, money, and goodwill leak out.

Firms don’t want more software. They want fewer steps.

What “unstuck” looks like

The fix isn’t another feature. It’s collapsing the seams. When chasing an uncategorized transaction, delivering a report, collecting a W-9, and sending a return for signature all live in one place — with the client on the other side of the same system — the leaks close. The close gets calmer. The client stops getting five logins and starts getting one clear experience.

That’s the bet behind everything I build: start with the real workflow, remove everything that isn’t the job, and respect the client at every step. It’s not glamorous. But the firms that adopt it feel the difference in the first month — and so do their clients.

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