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How to hire your first remote employee (without legal disasters)

Β·10 min read

Hiring across borders is harder than the brochures admit. Here is what actually happens with EOR, contractor classification, and tax residency β€” for SMBs.

The four ways to hire someone in another country

When a company hires its first remote employee, the question is rarely "can we?" β€” it's "how do we do this without paying lawyers $5,000 to figure it out?" Here are the four real options, ordered by effort.

1. Contractor (1099 / B2B invoice)

The candidate registers as self-employed in their own country, invoices you monthly, handles their own taxes. You pay them gross.

Pros:

Cons:

Use when: the work is genuinely project-based, the person works for multiple clients, or you're testing the relationship before formalising.

2. Employer of Record (EOR)

Companies like Deel, Remote, and Multiplier are the legal employer in the contractor's country. You pay them; they pay the contractor as a W-2/full-time employee with benefits and the right tax handling.

Pros:

Cons:

Use when: you want one or two employees in a country and don't expect to grow there. This is the default choice for most SMBs hiring their first remote employee.

3. Set up a local entity

Open a subsidiary in the candidate's country, register for tax, set up a local bank account, hire them through the entity directly.

Pros:

Cons:

Use when: you're hiring 5+ people in a country, or you have a strategic reason (sales presence, R&D office) to be there.

4. Hire through your existing entity, ignoring the foreign tax problem

Some founders just put the foreign employee on US/UK payroll and tell them to handle their own taxes.

This is illegal in most cases. It creates permanent establishment risk in the employee's country (the local tax authority can argue you have a taxable presence there), payroll tax obligations you're missing, and personal tax issues for the employee. Don't do this.

The three things you actually need to think about

Misclassification

The simplest test: does this person work only for you, on your schedule, with your tools and processes? If yes, they're an employee β€” even if their contract says "contractor." Tax authorities don't care what the paperwork says; they care about the substance.

If the relationship looks employment-shaped, use an EOR.

Tax residency

If you have an employee in (say) France, the French tax authority may decide you have a taxable presence there. This is "permanent establishment" and it can cost you a lot of money in back-tax + penalties.

EORs solve this because the EOR β€” not you β€” is the legal employer.

Benefits parity

Your US team has 401k matching, your German EOR employee has automatic 9% pension contributions, your UK contractor has nothing. Be honest in the offer letter about which benefits apply where, and budget for the EOR's standard package.

A practical decision tree

What Penroll handles

Penroll generates the offer letter with the country-specific clauses for any of the above setups. We don't act as an EOR; for that, plug into Deel or similar. The hiring funnel and contract language are ours; the legal-employer status stays with whoever you choose.

Try Penroll free

AI-generated job posts, ranked candidates, and country-aware offer letters β€” all in one tool. Five free credits, no card required.

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