When contractor wins
Project-bounded work, specialized skill gap, fluctuating demand, no long-term IP ownership needs. The classic case: '12-week migration project' — pay a contractor $50K, finish in 12 weeks, done. Hiring an employee for the same work costs $50K AND keeps paying after.
When employee wins
Ongoing work, deep product knowledge accumulating, brand/culture matters, training investment pays off, IP must be owned cleanly. Most early-stage hires should be employees — contractor turnover and rate inflation eat the savings within 18 months.
The misclassification cliff
If you set hours, supply equipment, integrate them into a team — they're W2 regardless of what the contract says. The IRS uses a 20-factor test; getting it wrong triggers back-payroll-taxes + penalties (often 100%+ of the underpayment). Don't optimize around classification.
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Read the guideFAQ
What about benefits I'd skip with a contractor?
Already in burden — typical $8K–$15K/yr health, $4K match, etc. Burden % captures all of it. The clean math is loaded cost vs. contractor invoice.
Does contractor save on management?
Often the opposite. Contractors need scoping docs, weekly check-ins, and clean handoffs that employees don't. Budget 5–10% extra management time for contractor work.
What about staffing agencies (W2-of-record)?
Adds 30–60% markup over contractor rate — but you get W2 compliance, payroll, benefits, and easier off-ramping. Cost-wise usually a wash with hiring direct.
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