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.
Related guides
Long-form playbooks on the same topic, written by the RevenueLab editorial team.
State of Side Income 2026: Real Net Hourly Pay, Breakeven, and Tax Across 15 Side Hustles
Our annual report on side income in 2026 — gross vs net hourly pay for 15 paths, startup cost and breakeven timing, six-month income and quit rates, and what side income really costs in tax. Free to cite.
Read the guideHow to Set Your Freelance Hourly Rate (Without Underpricing Yourself)
A step-by-step framework for pricing freelance work — covering desired salary, real billable hours, business expenses, and the markup most freelancers forget.
Read the guideRevenue per Employee Benchmarks 2026: SaaS, Services, Retail, and Why Apple Hits $2.4M
2026 revenue-per-employee medians by industry from public 10-Ks and BEA — what's healthy, what's dangerous, and how to actually move the number.
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.
How this calculator is built
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Written by Sam Doshi and the RevenueLab editorial team. We don't sell the data feeds this tool is built on.
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