Freelancer money guides, in plain English

Practical explainers for freelancers, contractors, and side-hustlers. Pair them with our free calculators. Educational content only — not tax or financial advice.

All guides

29 guides

Rates

How Much to Charge as a Freelancer

Build a rate from take-home goals, billable hours, and a tax/expense cushion.

4 min read
Compare

1099 vs W-2 Take-Home Pay

Why identical-looking offers can leave different amounts in your account.

4 min read
Taxes

Quarterly Estimated Taxes for Freelancers

What estimated taxes are for and how people commonly plan cash flow.

4 min read
Taxes

Estimated Tax Penalties for Freelancers

What can trigger an underpayment penalty, safe-harbor concepts, and uneven-income planning.

5 min read
Taxes

Quarterly Taxes in Your First Year

Beginner estimated-tax planning for new freelancers and first-year 1099 income.

5 min read
Expenses

Freelance Expense Categories

A plain-English tour of common deductible categories freelancers track.

4 min read
Expenses

Mileage Deduction for Freelancers

Business vs commuting miles, 2026 rates, vehicle methods, and useful records.

5 min read
Cash flow

Setting Aside Taxes from Each Invoice

Simple habits to avoid April (and quarterly) surprises.

4 min read
Capacity

Billable Hours vs Available Hours

Why your calendar is not the same as your invoiceable time.

4 min read
Path

Side Hustle vs Full-Time Freelance

Money and risk differences when freelancing stays part-time or goes full-time.

4 min read
Checklist

First-Year Freelancer Money Checklist

Banking, tracking, taxes, rates, and buffers for year one.

4 min read
Taxes

Self-Employment Tax Explained

Why freelancers cover Social Security and Medicare differently than W-2 employees.

4 min read
Cash flow

How to Save for Taxes as a Freelancer

Systems to fund estimates from each payment without spring panic.

4 min read
Rates

Freelance Rate Raise Scripts

Calm example language for retainers, projects, and scope creep.

4 min read
Path

When to Quit Your Job for Freelance

Money and runway checkpoints before leaving a W-2 role.

4 min read
Compare

Contractor vs Employee IRS Basics

Plain-English classification ideas that affect withholding and taxes.

4 min read
Ops

Best Ways to Track Freelance Income

Spreadsheet, software, and hybrid methods you can maintain.

4 min read
Taxes

How Much to Set Aside for Taxes (%)

Practical percentage ranges and how to refine them with profit math.

4 min read
Rates

Day Rate to Salary Equivalent

Convert day rates without the 260-day fantasy math.

3 min read
Taxes

How to Calculate Self-Employment Tax

Educational walkthrough from net earnings to a planning estimate and set-aside habit.

3 min read
Compare

Freelance Rate vs Salary: Real Cost

All-in employment vs freelance costs — taxes, benefits, PTO, and utilization.

3 min read
Rates

Retainer vs Project Pricing

When recurring retainers or fixed-fee projects fit — and how to protect your floor rate.

3 min read
Capacity

How Many Billable Hours Per Year

Utilization math so rate formulas stop assuming 2,080 hours.

3 min read
Taxes

Freelance vs LLC Taxes

High-level educational differences between sole-prop freelancing and common LLC setups.

3 min read
Cash flow

Late Invoices: Getting Clients to Pay

Deposits, reminder cadence, and when to pause work — practical receivables habits.

3 min read
Taxes

Home Office Deduction for Freelancers

Exclusive-use basics, simplified vs regular method, and how it ties to rate planning.

3 min read
Retirement

SEP IRA vs Solo 401(k) for Freelancers

Educational basics on contribution style, flexibility, cash flow, and plan questions.

5 min read
Cash flow

How to Pay Yourself as a Freelancer

Owner draws, tax-first transfers, and a sustainable personal paycheck habit.

3 min read
Path

Health Insurance Costs When Leaving W-2

Coverage cost shocks after employer benefits end — and how to bake premiums into your rate.

3 min read

No guides match that search.

Try a broader word like “tax”, “rate”, or “invoice”.