How to become self-employed: your first month, day by day

8 min readUpdated on

Registering as self-employed takes a morning. What gets expensive is not the paperwork but the decisions around it that nobody explains: how to describe your activity, which taxes apply to you, how much to set aside every quarter, what happens to unemployment benefits and how to cover your own health insurance and pension. This guide follows the real order, from the week before you register to the day you decide to stop.

The short version

  • In the US, a sole proprietorship starts as soon as you work for yourself; you may still need a local license and, often, an EIN. In most of the EU you register with the tax authority (and sometimes social security) before your first invoice.
  • You pay income tax plus self-employment contributions on your profit: self-employment tax in the US, social contributions in the EU.
  • No one withholds tax for you: plan for quarterly estimated payments in the US and advance payments or contributions in many EU countries.
  • Sales tax or VAT depends on what you sell and where. Small-business thresholds exist in much of the EU; US sales tax mostly applies to goods and varies by state.
  • If you receive unemployment benefits, ask before you start: some programs support new businesses, others stop when you begin working.

1. The week before you register

Arriving at registration with four answers ready avoids most mistakes. Write them down before you open any form:

  1. What exactly you will do, in one sentence. It decides your activity code and sometimes your license.
  2. How much you expect to earn in year one, after costs. It decides your tax payments and whether thresholds matter.
  3. Who you will bill: individuals, companies or both. It changes VAT, sales tax and how you get paid.
  4. Where you will work: home, a rented space, at clients' premises. It affects permits, zoning and deductible costs.

Also set up online access to your tax authority, open a bank account used only for the business and, if you can, book an hour with an accountant to go over those four answers. It is the most profitable hour of the whole process.

2. Registering and describing your activity

In the USIn the EU (for example, Ireland)
Who you register withUsually no federal registration for a sole proprietor; city or county business license where required, and state registration for sales tax if you sell taxable goodsThe tax authority, often online; in some countries also social security or a trade register
Business nameA “doing business as” (DBA) filing if you trade under a name other than your ownBusiness name registration where you do not use your own name
Tax IDYour Social Security number works, but an EIN keeps it off invoices and is needed if you hireYour personal tax number, plus a VAT number if you register for VAT
Activity codeChosen on your tax return (Schedule C)Chosen at registration; it can decide your VAT treatment and contribution class
  • Regulated professions (therapists, electricians, hairdressers in many places) need a professional license before you can work, wherever you are.
  • If you do two different things, such as treatments and product sales, record them separately; they may be taxed differently.
  • You can change later, but years filed under the wrong rules have to be corrected.

3. Self-employment tax, social contributions and insurance

As an employee, part of your social security was paid by your employer. Now you pay all of it.

In the US: self-employment tax covers Social Security and Medicare on your net earnings, on top of income tax. Half of it is deductible. Health insurance is your own job: the marketplace, a spouse's plan or a private policy.

In the EU (for example, Ireland): you pay social contributions as a self-employed person, often a percentage of income with a minimum. They usually give you a state pension and some benefits, but sick pay and unemployment cover can be thinner than for employees.

  • Some EU countries offer reduced contributions for the first months or years. They usually must be requested at registration.
  • Disability and liability insurance are worth pricing in from day one, especially if you work with your hands or on clients' premises.
  • Retirement savings: in the US, accounts for the self-employed exist with tax advantages; in the EU, check private pension options with tax relief.

4. VAT and sales tax

SituationIn the USIn the EU
Selling servicesUsually no sales tax, though some states tax certain servicesVAT applies unless you are below the small-business threshold or the service is exempt
Selling goodsSales tax collected by state rules, with registration where you have a presence or enough salesVAT at the rate for the product
Health care and much educationUsually no sales taxOften VAT-exempt, without recovering VAT on purchases
Business clients in other EU countriesNot applicableUsually no local VAT, with the reverse charge; you need a VAT number

Registering for VAT voluntarily can pay off if you buy a lot of equipment at the start, because you reclaim the VAT on purchases. Electronic invoicing is becoming mandatory in several EU countries: check what yours requires.

5. Paying income tax during the year

Nobody withholds tax from your income any more, so the tax authority expects payments during the year.

  • In the US: estimated tax payments four times a year cover income tax and self-employment tax. Underpaying leads to a penalty even if you pay everything with your annual return.
  • In the EU: depending on the country, you make advance payments, pay preliminary tax with your return or have tax withheld when you bill companies. In Ireland, for example, self-employed people pay preliminary tax for the current year with the return for the previous one.
  • The first big bill often arrives in year two, when the balance for year one and the advance for year two land together. Set money aside from the first invoice.

6. Which costs you can deduct

A cost is deductible when it is for the business, backed by a receipt or invoice and recorded. The details vary, but the patterns are similar on both sides of the Atlantic:

CostHow it usually works
Rent for premises, materials, tools, softwareFully deductible when used only for the business
Phone and internet used for bothThe share you can show is for business
Working from homeA share of household costs or a simplified flat amount, with limits
VehicleThe business share, by actual costs or a mileage rate where allowed
Meals with clientsPartly deductible at most, with records
Training, insurance, accountantWhen related to the activity

Equipment such as a computer or a treatment table is often spread over several years, with exceptions for small purchases. Keep everything filed by quarter: your accountant will thank you and an audit becomes a formality.

7. If you are receiving unemployment benefits

Starting from unemployment can help, as long as you act before you begin:

  • In the US: in most states, benefits stop when you are working for yourself full time. A few states run self-employment assistance programs that let you keep receiving benefits while you set up a business. Ask your state agency before you start.
  • In the EU: several countries offer a start-up allowance, a lump sum or a period in which you keep part of your benefit while you build the business. They almost always must be requested before registration.

Rules change and depend on your situation. Starting without telling the benefits office can cost you the payment and lead to repayment claims.

8. Your first-year calendar

WhenWhat to do
Before you startRegistrations and licenses, tax ID, business bank account, insurance
With every paymentInvoice, file the receipt, move your tax reserve
Every quarterUS estimated tax payments; VAT returns in many EU countries
Each month, in some EU countriesSocial contributions
After year endAnnual tax return, with the balance for year one and often the first advance payment

Put all these dates in your calendar on the day you register, with a reminder a week before. Late-filing penalties are avoidable. To set a price that covers all of this, use the method in how to price your services.

9. How to close down

If the project does not work out, closing properly matters as much as starting properly:

  1. Tell the authorities you registered with: tax authority, social security, VAT or sales tax registration and local license.
  2. File the last returns: final VAT or sales tax return and the income tax return that includes those months.
  3. Close or cancel what keeps running: an EIN does not expire, but state accounts and licenses may keep generating filing duties if left open.

Keep your records for the period the law requires. If you start again later, they help with applications and prove your track record.

Frequently asked questions

How much does it cost to become self-employed?

Registration is often free or cheap: a local license or business name filing may have a small fee. The real costs come later: self-employment tax or social contributions, income tax, insurance and an accountant if you use one.

Can I be self-employed and keep my job?

Usually yes, on both sides of the Atlantic. Check your employment contract for conflicts, and remember that side income still needs to be registered and taxed.

Do I need an LLC or a company?

Not to start. A sole proprietorship or simple self-employment is enough for most people working alone. A company makes sense when profit grows, you take on bigger risks or you want to separate liability.

Do I need an accountant to register?

It is not required: most registrations are online. But a wrong activity code, VAT choice or tax estimate costs more than the advice. At least have your choices reviewed before you submit.

What happens if I register late?

Tax on the income is still due, often with interest and penalties, and you can lose start-up reliefs that had to be requested at registration. That is why it pays to register before your first invoice.

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