Payroll & Taxes

Hiring Your First Employee? Here's Your Payroll Playbook

Your first employee means you’re an employer with new responsibilities. Learn how to set up payroll correctly and choose a system built for growing businesses.

Ariela Douglas
Oct 13, 2026 • 4 minutes

Your first hire is a big deal, it means your business is working. It also means that suddenly, you're an employer with taxes to withhold, forms to collect, and filing deadlines to track. But payroll isn't your job, building your business is, and your first hire is too important to figure out on the fly.

This playbook covers what to set up before your first employee's first day and how to choose a system that's built for where you are and ready for where you're growing.

Step 1: Employer Foundations

Before your new hire's first paycheck, a few things need to be in place:

  • Confirm they're an employee, not contractor: Missteps in classification can lead to harsh consequences like backpayments of benefits and fines depending on where you're hiring employees and/or contractors.

  • Register as an employer: This means an EIN from the IRS, plus state withholding and unemployment insurance accounts, usually in the state where your employee works, which may not be the state you're in.

  • Get workers' comp coverage: Nearly every state requires this if you have employees.

  • Collect day-one paperwork: A W-4, any state withholding forms and an I-9 are required. Then report your new hire to the state, usually within 7 to 20 days depending on the state.

  • Set up direct deposit and digital pay stubs: A hub where both yourself and your employee can log on and see payment and tax information is not just a nice to have, it can be crucial come tax time.

  • Pick a pay schedule and run your first payroll: This is where it's important to have a trusted payroll provider.

How Justworks Payroll helps: First W-2. First payroll run. Seamless direct deposit. More time back for running your business. For a deeper walkthrough of the basics, see Payroll 101: Payroll Basics for Small Businesses and Startup Founders.

Step 2: Skip the Spreadsheets

When you have only one employee, it can be tempting to track hours with a spreadsheet and simply cut a check accordingly. However, as an employer, payroll doesn't end when employees are paid. You're also responsible for filing taxes, storing records, preparing for audits, and ensuring compliance with labor laws. These steps may not feel as urgent at first, but they're essential for protecting your business and keeping everything in good standing.

Justworks Payroll is built with first time founders and business owners in mind. Never miss a pay period with automated pay reminders, weekly, bi-weekly, or semimonthly pay, and direct deposit for employees in all 50 states and other countries.

If you started out manually tracking payroll and quickly realized how complicated it can be, we can help you trade the spreadsheets and sticky notes for payroll that just works. Your employees get digital pay stubs and W-2s, and with Justworks Time Tracking, approved hours flow straight into your next payroll run.

Step 3: Choose Payroll You Won't Have to Replace

Here's the part most first-time employers miss: switching payroll providers can be expensive. A tool that works for one employee in one state can become a problem when you hire your second person in another state, or when your team is asking about health benefits. Switching providers later means moving year-to-date pay data, tax details, and deduction history.

Before deciding who you want running your payroll, ask these questions:

  • Is the pricing clear? Look for one predictable price per employee. Per-run fees and add-on charges can make your bill hard to predict, especially if you ever need an off-cycle payroll to fix a mistake or award a bonus.

  • What does it cost to pay employees in multiple states? Most providers support multi-state payroll, but some charge extra per state or lock it behind a higher priced tier.

  • What happens when I want to offer benefits? Ask whether you can move to a PEO on the same platform, so you don't need a separate broker or a new system.

  • What does support look like when something goes wrong? Payroll issues are time sensitive. Ask whether you'll reach a real person who can help, or end up in a ticket queue. Justworks offers award winning support.

Unhappy with your current payroll provider or preparing for the future? Justworks offers award winning support and implementation managers to help guide you and ensure payroll runs smoothly from day one.

Step 4: Plan For Hires Two Through Five

Your first hire is rarely your last. This means access to quality benefits becomes a crucial retention and recruiting tool. Offering a 401(k) no longer becomes nice to have and paid sick leave may be required by law depending on your state. Your first hire is a big deal, and enough work on its own, but understanding what's on the horizon if you choose to expand is smart for everyone.

How Justworks Payroll helps: When your team is ready for benefits, you can upgrade to Justworks PEO without leaving the platform and offer large-group health insurance at rates usually only available to big companies. You'll also get built-in compliance and HR support, so you can keep hiring without adding admin work.

Your First Employee Deserves a Real System

Justworks Payroll is the starting point for founders who are serious about growing. It's simple enough to set up today and built to scale with you tomorrow. You get automated payroll and tax filings, pricing with no surprises, and real HR professionals when you need them.

Get started with Justworks Payroll

This material has been prepared for informational purposes only, and is not intended to provide, and should not be relied on for, legal or tax advice. If you have any legal or tax questions regarding this content or related issues, then you should consult with your professional legal or tax advisor.