Founder operations: hiring, contracts and paying people

Guide · 1 min read

Contractor or employee? The classification test that decides it

Writing "independent contractor" at the top of an agreement has no effect on classification. Substance decides it, and getting it wrong is expensive.

The short answer

US worker classification turns on the degree of control the company exercises over how, when and where work is done — not on what the agreement is called. A full-time worker following your schedule using your systems is likely an employee regardless of the paperwork, and misclassification exposes you to back taxes and penalties.

Points toward contractorPoints toward employee
They decide how the work is doneYou direct how the work is done
They set their own hoursYou set the schedule
They use their own tools and systemsThey use yours
They work for other clientsYou are effectively their only client
Paid per project or deliverablePaid a regular fixed amount
They can subcontractThe work must be done personally
Engagement has a defined endOpen-ended and indefinite
Indicative factors. Federal and state tests differ, and some states apply stricter standards than the IRS.

What to collect either way

  • US contractor — Form W-9 before the first payment, and Form 1099-NEC above the reporting threshold.
  • Non-US contractor working abroad — Form W-8BEN or W-8BEN-E instead. No 1099 is issued.
  • Employee — Form W-4 and I-9, plus registration as an employer federally and in their state.

For hiring across borders without setting up an entity, see founder operations.

Frequently asked questions

Does a signed contractor agreement protect me?
No. Tax authorities and courts look at the substance of the relationship, chiefly behavioural and financial control. The agreement is evidence, not a determination, and an agreement that describes a relationship inaccurately is weak evidence.
What does misclassification actually cost?
Back employment taxes for every period of the misclassification, plus penalties and interest, and potentially unpaid benefits and overtime under state law. It is discovered most often through an unemployment claim by the worker or a state audit.
Do the same rules apply to contractors abroad?
US federal classification rules apply to US workers, but the country where the worker lives applies its own tests — and many treat a full-time worker following your direction as an employee regardless of your contract. That is what an employer of record is for.

Sources

Last reviewed . Verify against the primary source before acting.

Founders 8 tracks obligations and deadlines for your reference. It does not provide legal or tax advice — filings are prepared and reviewed by qualified partners.

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