You work for yourself.

UPDATED·APPLIES TOUnited States
For newly self-employed people needing a starting checklist.

Self-employment changes taxes, retirement accounts, health insurance, and cash flowcash flowMoney coming in minus money going out over a month or year. A positive number means you earn more than you spend; negative means the opposite.Full definition management. Standard W-2 advice does not cover these differences.

This page covers personal finance fundamentals that apply regardless of your view on Bitcoin or fiat currencyfiat currencyMoney declared legal tender by a government, not backed by a physical commodity. Its value rests on trust in the issuing government.Full definition.

This page covers US-specific accounts and tax law. Outside the US? Self-employment requires equivalent attention to local payroll-tax structures, retirement vehicles, and health-care decisions.

This page is the starting point for newly self-employed readers and points to the right guides. For the full walkthrough of SE tax, quarterly estimates, deductions, health insurance, and retirement accounts, see Gig Worker Finance.

Short answer

Being self-employed means you pay both sides of Social Security and Medicare, 15.3% before income tax even starts. There's no 401k match. Health insurance comes out of pocket. Income arrives in lumps. None of this is a reason to avoid self-employment, but it requires a completely different financial system than the W-2 world. This page maps it.

Common questions

How do I handle quarterly estimated taxes?

Set aside 25-30% of every payment received immediately. Pay quarterly estimated taxes by April 15, June 15, September 15, January 15. Use a separate account so the money doesn't sit in checking. Gig worker finance →

Should I form an LLC or S-Corp?

Under approximately $40,000 net income: LLC as sole proprietor. Above the $40,000 to $60,000 break-even ($80,000+ in California): S-Corp election can save meaningful self-employment taxself-employment taxThe 15.3% tax self-employed people pay on business income to cover both the employee and employer share of Social Security and Medicare.Full definition. The transition has overhead. LLC vs S-Corp math →

Where do I put retirement savings?

Solo 401(k) first. Up to $72,000 per year in 2026 between employee and employer contributions. Solo 401(k) explainer →

How do I get health insurance?

ACA marketplace. Premiums are 100% deductible above the line for self-employed people. Pair with a high-deductible plan and an HSAHealth Savings Account (HSA)A health savings account available only when eligibility requirements are met. Federal tax benefits depend on contribution limits and qualified medical expenses. Health coverage, other coverage and Medicare enrollment can affect eligibility; state tax treatment can differ.Full definition for the maximum tax efficiency. Health insurance →

How do I budget on irregular income?

Pay yourself a fixed "salary" from a business account into your personal account. Let the business buffer absorb variability so personal cash flow stays steady. Cash flow system →

Reading path

  1. Gig worker finance
  2. LLC vs S-Corp
  3. Solo 401(k)
  4. Health insurance
  5. HSA
  6. Bitcoin taxes · self-employment + Bitcoin creates specific scenarios
  7. State domicile · high earners saving toward a liquidity eventliquidity eventThe moment when shares of a private company can finally be sold for cash. Usually triggered when the company gets bought out, or when it lists on a stock exchange so the public can buy its shares.

Where to go from here

Do next

Gig Worker Finance

The full walkthrough: SE tax, quarterly estimates, deductions, insurance, and retirement account choice.

Read next

Solo 401(k)

The retirement account built for self-employed income, with no employer required.

Explore further

Last updated . Not financial advice. Do your own research. Disclosures · How pages are reviewed

Subscribe via RSS for new articles.