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Self-Employment Tax Guides

Plain-English explanations of the IRS rules that matter most to freelancers, contractors, and small business owners in 2026.

Quarterly Estimated Taxes

Due dates, payment methods, safe harbor rules, and penalty avoidance.

Quarterly Taxes

2026 Quarterly Tax Due Dates

5 min read Essential

All four 2026 Form 1040-ES due dates (Q1: Apr 15, Q2: Jun 16, Q3: Sep 15, Q4: Jan 15, 2027), income periods, safe harbor rules, and how to avoid underpayment penalties.

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Tax Planning

How Much to Set Aside for Taxes

8 min read Beginner-friendly

A practical formula for calculating your quarterly set-aside percentage based on your expected income, filing status, deductions, and state tax rate.

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Business Structure & Entity Choice

Sole proprietor, LLC, or S-Corp — understand the tax implications of each.

Entity Structure

LLC vs S-Corp: Full Guide

12 min read Intermediate

A comprehensive guide to understanding when an S-Corp election makes financial sense, what “reasonable salary” means, and the administrative costs involved.

  • Break-even income calculator
  • Reasonable salary guidance
  • S-Corp election process
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Contractor vs Employee

1099 vs W-2: Tax Differences Explained

7 min read Beginner-friendly

What changes when you move from W-2 employee to 1099 contractor: SE tax, withholding, deductions, benefits, and how to evaluate compensation offers fairly.

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Tax Deductions for Self-Employed

Maximize your Schedule C deductions with these guides.

Deductions

Standard Mileage Rate 2026: $0.70/Mile

6 min read 2026 Updated

How to claim the $0.70/mile business mileage deduction, what records you must keep, and when the actual-expense method beats the standard rate.

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Deductions

Home Office Deduction Guide

7 min read Popular

Simplified method ($5/sq ft, max $1,500) vs. regular method. Exclusive-use requirement, what qualifies, and how to claim on Form 8829 or Schedule C.

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Deductions

Self-Employed Health Insurance Deduction

5 min read High Value

How to deduct 100% of health, dental, and vision premiums for yourself and family on Schedule 1, Line 17 (IRC §162(l)). Eligibility rules and limitations explained.

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Deductions

QBI Deduction Guide (Section 199A)

9 min read Advanced

Claim up to 20% off your qualified business income. Who qualifies, SSTB rules, income thresholds ($197,300 single / $394,600 MFJ), and W-2 wage limitations explained.

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Retirement Accounts for Self-Employed

The most powerful tax deductions available to freelancers.

Retirement

SEP-IRA vs Solo 401(k): Which Is Better?

10 min read High Value

Compare the two most popular self-employed retirement accounts: SEP-IRA (max $70,000) vs. Solo 401(k) (max $70,000 total; $23,500 employee). Deadlines, Roth options, and loan features covered.

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Retirement

SEP-IRA Contribution Limit 2026 ($70,000)

6 min read 2026 Updated

How to calculate your SEP-IRA contribution (lesser of $70,000 or 25% of net self-employment income), the setup deadline, and how to open one before tax day.

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IRS Forms & Filing

Know what to file, when, and how.

Forms

Schedule C Guide for Freelancers

11 min read Essential

Line-by-line walkthrough of Schedule C: what counts as gross income, which expenses are deductible, and how your net profit flows to Schedule SE for the self-employment tax calculation.

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Forms

How to Pay Quarterly Taxes (Form 1040-ES)

7 min read Beginner-friendly

Step-by-step: how to calculate your quarterly payment using Form 1040-ES worksheets, how to pay online via IRS Direct Pay or EFTPS, and how to track your payments.

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