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Self-Employed & Freelance

31 articles tagged “Self-Employed & Freelance”.

01

New $10,000 Car Loan Interest Deduction: Does It Help Freelancers Financing a Vehicle?

For nearly 40 years, personal car loan interest has been completely off-limits as a federal tax deduction.

7 min readSeptember 20, 2027
02

Social Security Wage Base Rises to $184,500 in 2026: What It Means for Your Self-Employment Tax

Every net dollar you earn as a freelancer is subject to the 12.

6 min readSeptember 13, 2027
03

IRS Mileage Rate Jumps to 76¢ Mid-2026: How to Track Two Rates in One Tax Year

The IRS almost never changes the standard mileage rate mid-year — the last time was 2022.

6 min readSeptember 6, 2027
04

AI Tools and Software Subscriptions: What Freelancers Can Actually Deduct in 2026

Software subscriptions have quietly become one of the fastest-growing expense categories for freelancers, as AI writing, design, coding, and research tools join the usual stack of invoicing, project management, and cloud storage apps.

6 min readMay 17, 2027
05

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
06

No Tax on Tips and No Tax on Overtime: Do Self-Employed and Gig Workers Qualify?

Two of the most talked-about pieces of the One Big Beautiful Bill Act are the new deductions for tip income and overtime pay — but the rules for who actually qualifies are narrower than the headlines suggest, and self-employed and gig workers need to check the fine print before assuming either one applies to them.

7 min readMay 3, 2027
07

The QBI Deduction Is Now Permanent: What the 2026 Rule Changes Mean for Freelancers

The 20% Qualified Business Income (QBI) deduction was one of the biggest tax breaks to come out of the 2017 tax law — and it was scheduled to disappear entirely after 2025.

7 min readApril 26, 2027
08

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
09

Crypto Taxes for Freelancers Paid in Bitcoin or Stablecoins

What happens at tax time when a client pays your invoice in crypto instead of dollars.

8 min readJanuary 25, 2027
10

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
11

S-Corp Election for Freelancers: When It Actually Lowers Your Tax Bill

The break-even math behind one of the most talked-about — and most overhyped — tax moves for high-earning freelancers.

9 min readJanuary 11, 2027
12

LLC vs. Sole Proprietorship: Which Saves More on Taxes for Freelancers

The tax truth behind a common myth: forming an LLC by itself does not lower your tax bill.

8 min readJanuary 4, 2027
13

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
14

Tutor and Online Educator Tax Deductions

What independent tutors and course creators can write off, from teaching materials to platform fees.

7 min readDecember 21, 2026
15

Bookkeeper and Accountant Tax Deductions for Solo Practitioners

The specific deductions that apply when the person doing the taxes also has to file their own.

7 min readNovember 30, 2026
16

Virtual Assistant Tax Deductions for Home-Based Business Owners

What VAs can write off, from software subscriptions to a portion of the home internet bill.

7 min readNovember 23, 2026
17

Consultant Tax Deductions: Travel, Client Meals, and Professional Liability Insurance

The write-offs independent consultants rely on most, and the QBI phase-out rule that makes consulting income different.

8 min readNovember 16, 2026
18

Personal Trainer and Fitness Instructor Tax Deductions

Certifications, liability insurance, gym rental fees, and the equipment write-offs trainers often miss.

7 min readNovember 9, 2026
19

Photographer Tax Deductions: Gear, Editing Software, and Studio Space

From camera bodies to lightroom subscriptions, here's what working photographers can legitimately write off.

8 min readNovember 2, 2026
20

Freelance Writer Tax Deductions: Subscriptions, Research, and Home Office

The specific write-offs that apply to freelance writers, from research materials to the software you draft in.

7 min readOctober 26, 2026
21

Etsy Seller Tax Deductions: What Handmade Business Owners Can Write Off

From craft supplies to Etsy fees and shipping materials, here is everything handmade sellers can legitimately deduct.

8 min readOctober 5, 2026
22

Section 179 vs. Bonus Depreciation: Deducting Equipment Purchases Immediately

Two different ways to write off a laptop, camera, or work vehicle in the year you buy it — and when each one makes more sense.

8 min readSeptember 28, 2026
23

Qualified Business Income (QBI) Deduction Explained (Section 199A)

How the 20% pass-through deduction works, who phases out, and the paperwork that keeps it audit-proof.

9 min readSeptember 21, 2026
24

SEP IRA vs. Solo 401(k) for Freelancers: Which Retirement Account Wins

Self-employed retirement accounts allow contribution limits far beyond a typical employer plan. Here's how to choose between the two most popular options.

8 min readSeptember 14, 2026
25

Health Insurance Premiums Deduction for the Self-Employed

An above-the-line deduction that quietly saves self-employed taxpayers thousands — if the eligibility rules are met.

6 min readSeptember 11, 2026
26

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
27

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
28

Quarterly Estimated Taxes: A Freelancer's Survival Guide

Four deadlines a year, no employer safety net, and real penalties for guessing wrong. Here is how to stay ahead of all of it.

8 min readAugust 27, 2026
29

Self-Employment Tax Explained: What Freelancers Actually Owe

The 15.3% number that surprises every first-year freelancer, broken down piece by piece.

7 min readAugust 26, 2026
30

1099 vs. W-2: How Your Tax Deductions Change When You Go Independent

The switch from employee to independent contractor rewrites your entire tax picture. Here is what opens up — and what disappears.

7 min readAugust 21, 2026
31

Home Office Deduction Guide for Freelancers: What You Can Actually Write Off

A practical breakdown of the simplified method vs. the regular method, and the exact square-footage math the IRS expects to see.

8 min readAugust 18, 2026