Hiring Your First Employee
in Maryland

The most operationally complex thing a small business does. Setting up Maryland employer accounts, getting workers' comp in place, running the offer process, day-1 paperwork, and the common pitfalls first-time Maryland employers hit. Built for owners going from solo to W-2 payroll for the first time.

35 min read Updated 2026 Maryland-specific HR & Hiring

Read this in sequence. Several items have dependencies — you can't set up payroll until you have an EIN and MD employer accounts, you can't run an offer until you have workers' comp quoted. Use this guide as your sequencing roadmap for the 3–4 weeks before your hire's start date.

Decide: employee or contractor?

Before you go any further: are you actually hiring an employee, or are you bringing on an independent contractor? In Maryland, this decision is governed by the ABC test for UI and most wage-and-hour purposes. A worker is an employee unless all three of these are true:

If your "contractor" works only for you, on your core business, on your schedule, with your tools — you have an employee. Misclassification costs: back UI taxes, back workers' comp premiums, treble damages under the Maryland Wage Payment and Collection Law. Get this right.

This guide assumes you've decided: this is a W-2 employee.

3–4 weeks before start date: Foundation

Confirm your EIN

You should already have one from forming the business. If you don't, get it now at irs.gov — takes 10 minutes online, free. You need it before anything else.

Register for Maryland employer accounts

Two separate registrations required:

Both registrations are free. Don't skip the MD UI registration — you can't legally pay an employee until you have it, and the new-employer rate of 2.6% on the first $8,500 of wages kicks in immediately.

Quote workers' compensation insurance

Maryland requires workers' comp for nearly all employers with 1+ employees. This is the step most first-time employers underestimate — rates vary wildly by job classification.

Quote with at least three carriers. The Injured Workers' Insurance Fund (IWIF / Chesapeake Employers' Insurance) is the state's residual market — expensive but always available. An independent insurance agent or broker can usually find a better commercial rate.

Pick a payroll provider

Do not run Maryland payroll manually. Even if you're confident, the cost-benefit is wrong — $40–$80/month is cheaper than one penalty for late MD UI filing.

Onboard the provider before your hire's start date. They'll need your federal EIN, MD withholding account, MD UI account, bank info, and the new employee's info (which you'll have after day 1).

Update your insurance

Beyond workers' comp:

2 weeks before: The offer

Pin down the role and pay

Before you make the offer, decide:

Write a written offer letter

Verbal offers in Maryland are dangerous — ambiguity around start date, pay, or terms creates downstream disputes. Cover at minimum:

Avoid promising specific terms of duration ("you'll be employed for 2 years") — that can undermine at-will employment.

Background check (if you do them)

If you run a background check, you must comply with the federal Fair Credit Reporting Act (FCRA): written disclosure, written consent, adverse action notice if you don't hire based on the report. Maryland has "ban-the-box" rules restricting when in the process you can ask about criminal history. Several MD jurisdictions (Baltimore City, Montgomery County, Prince George's) have additional restrictions. Consult a Maryland employment attorney if you're not sure.

Day 1: Paperwork

Have these ready on day one. Most can be e-signed in advance through your payroll provider.

Maryland New Hire Reporting

Report every new hire to the Maryland State Directory of New Hires within 20 days. Filed online; takes 5 minutes. Used for child support enforcement, but penalties apply for non-compliance.

Required workplace postings

Display in a conspicuous place (or distribute electronically to remote workers). The main ones:

The MD Department of Labor publishes a consolidated state poster — free to download. Federal posters come from U.S. DOL. Update annually when minimum wage changes.

First paycheck mechanics

What's coming out of the gross pay (assuming standard MD employee, single, no special elections):

And what you as the employer are paying on top:

Your payroll provider handles the calculations and remittances automatically. Verify the first paycheck stub before it goes out — this is when set-up errors surface.

First 30 days: Onboarding well

The biggest mistake first-time employers make: they're so focused on the paperwork they forget the actual onboarding. Set a 30-day plan:

Document this in a simple Google Doc shared with the new hire on day 1. Sets expectations on both sides and gives you a way to measure progress.

Common Maryland pitfalls

Going deeper

Read the Employment Law Essentials guide

The full framework of Maryland employment law — sick leave, WPCL, FMLA, contractor classification, and a threshold matrix from 1 to 100+ employees.

Read the guide →

The minimum-viable handbook

Even at 1 employee, a simple handbook is useful. Not a 60-page legal document — a 5–10 page document covering:

Need help getting employer-ready?

CBC walks Maryland businesses through the full first-employee setup — payroll, insurance, handbook, onboarding plan, and offer letter templates. For legal advice on specific employment situations we'll point you to a Maryland employment attorney.

Book a working session →

This guide is educational. It is not legal, tax, or HR advice. Maryland and federal employment law change — verify all thresholds, deadlines, and rates against current Maryland Department of Labor, Comptroller of Maryland, and U.S. Department of Labor publications. For specific situations, consult a Maryland-licensed employment attorney.