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Topic

Audits & Recordkeeping

8 articles tagged “Audits & Recordkeeping”.

01

Managing Income From Multiple 1099 Platforms: A Freelancer's Guide to Staying Organized at Tax Time

The more platforms and clients you juggle as a freelancer, the more your income arrives in fragments — a 1099-NEC here, a 1099-K there, a handful of payments too small for any form at all.

7 min readMay 10, 2027
02

1099-NEC Reporting Threshold Rises to $2,000 in 2026: What Freelancers and Clients Need to Know

For the first time since 1954, the dollar amount that triggers a 1099 form has moved.

6 min readApril 19, 2027
03

Estimated Tax Penalty Explained: How It's Calculated and How to Avoid It

Paying your full tax bill by April 15th doesn't automatically protect you from a penalty — the IRS expects tax paid evenly across the year as income is earned, and freelancers who pay everything in one lump sum are often surprised by a penalty charge on an otherwise complete, on-time return.

7 min readApril 12, 2027
04

1099-K Reporting Threshold Explained: What Changed and What It Means for You

Why more freelancers and side-sellers are getting a 1099-K than ever before, and why the form doesn't change what you owe.

7 min readFebruary 1, 2027
05

Tax Deadlines Calendar 2027 for Freelancers and Small Business Owners

Every date self-employed taxpayers need on their calendar in one place, from quarterly payments to filing deadlines.

6 min readJanuary 18, 2027
06

Year-End Tax Checklist for Freelancers: 15 Moves to Make Before December 31

A practical, ordered checklist to lower your tax bill and avoid surprises before the year closes.

9 min readDecember 28, 2026
07

Record Keeping for Freelancers: What Receipts to Keep and For How Long

A simple system beats a shoebox of receipts every time. Here's what to save, how long, and how to organize it.

7 min readSeptember 10, 2026
08

How to Avoid an IRS Audit While Maximizing Reductions

You don't have to under-claim your legitimate deductions to stay off the IRS's radar — you have to document them correctly.

8 min readSeptember 9, 2026