Hiring Your First Employee: What to Know

Hiring

Hiring your first employee is one of the biggest milestones in a business's life. It means you've found something worth delegating, something worth paying someone else to do so you can focus on what only you can do. It also means new obligations: payroll taxes, employment law, workers' compensation insurance, and the complex reality of managing a person instead of just yourself. I put off hiring for two years longer than I should have because I was intimidated by the complexity. When I finally did it, I realized I'd been giving myself excuses.

The real cost of an employee is about 1.25 to 1.4 times their salary once you factor in employer payroll taxes, unemployment insurance, workers' comp, and benefits. A $50,000 employee costs you roughly $65,000 in total compensation. Before you hire, make sure your revenue can sustain this, because it's a recurring cost that doesn't go away when business is slow.

Legal Requirements vary by State

Business paperwork

Every state has different requirements, but the basics are universal: you need an EIN, you need to withhold federal income tax and both employee and employer portions of Social Security and Medicare, and you need to file payroll reports quarterly and annually. Most states require unemployment insurance, and many require workers' compensation insurance. If you're hiring freelancers instead of employees, the rules are different — but the IRS has very specific rules about who counts as an employee versus a contractor. Misclassifying workers is a serious problem that can result in back taxes and penalties.

The good news: payroll software (Gusto, ADP, QuickBooks Payroll) handles most of the complexity automatically. It calculates withholdings, files the required reports, and generally keeps you out of trouble. The cost is $20-$50 per employee per month — worth every penny for the peace of mind.