Blog

Plain-English writing on tax & money.

A growing collection of writing on tax strategy, business structure, and the financial decisions that matter most. Written by Trent — no marketing team, no fluff.

LatestTax planning

The Q1 estimated tax payment is due — here's how to think about it.

A simple framework for what to send the IRS in April when your income is lumpy. Plus: one common mistake that costs creators thousands every year.

March 12, 20266 min readRead post

S Corp

When is an S Corp actually worth it? A no-hype breakdown.

Everyone on TikTok says you should be an S Corp. Sometimes they're right. Often they're not. Here's the math, and the threshold where it actually starts to save you money.

February 18, 20268 min read

For creators

Six revenue streams, one set of books: how to make creator bookkeeping actually useful.

If your books just say "income" and "expenses," you're flying blind. Here's how we tag every dollar so you know which platform — and which product — is actually paying the bills.

January 22, 20265 min read

Deductions

The home office deduction, demystified for 2026.

It's not a red flag. It's not complicated. And if you work from home, you're almost certainly leaving money on the table by not claiming it.

December 10, 20254 min read

Ready when you are

Let's see what your numbers are really telling you.

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