Accounting for Attorneys

If your law firm has ever hit January and suddenly realized you’re missing vendor tax info, you’re not alone. It’s one of the most common (and most avoidable) compliance scrambles we see: the frantic hunt for W-9s, the question of who gets a 1099, and the creeping fear that “we’ve never been caught before” might not be a strategy you want to test.

At The Proper Trust, LLC, we work with law firms who want their books clean, their workflows consistent, and their compliance handled proactively—not as a last-minute miracle.

Let’s talk about what matters most: why W-9s matter, what happens when you don’t have them, and how to build a simple process that protects your firm.

What a W-9 actually does (in plain English)

A W-9 is how you collect a payee’s tax identity: their legal name and taxpayer identification number (TIN). That’s it. But this simple form carries a big purpose:

It protects your firm from being required to withhold a portion of payments to that vendor.

In the conversatio...

If there’s one topic that refuses to stay quiet in our world of legal bookkeeping, it’s 1099s.
Every January, law firms everywhere look up from their busy dockets and think:

“Wait… do we need a 1099 for this?”

If that’s you, take a deep breath. You’re in good company.

In a recent episode of Accountants Law Pod, we sat down with Jeff Cronin, Chief Strategy Officer at Zenwork (the team behind Tax1099), to talk about the messy, confusing, penalty-filled universe of 1099s—and what it means specifically for law firms. This blog is your plain-English, law-firm-focused guide to that conversation.

Why 1099s Matter So Much (Especially for Law Firms)

Here’s the un-fun truth: 1099s aren’t just paperwork. They’re a key piece of how the IRS closes the “tax gap” between what people should report and what actually gets reported.

When income is backed by third-party information reporting (like a 1099), voluntary compliance shoots up to the mid-90% range. When there’s no reporting? It drops drama...