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How to Hire Remote Employees: A Practical Playbook for US Small Businesses

How to hire remote employees at a US small business. Sourcing, interviewing, multi-state compliance, I-9 remote verification, and Day 1 onboarding.

Nick Anisimov

Nick Anisimov

FirstHR Founder

Hiring
18 min

How to Hire Remote Employees

A founder's playbook for US small businesses with 5 to 50 employees

My first remote hire was a disaster of my own making. I found a great candidate, made the offer, and then realized I had no idea how to handle the compliance side. The employee was in a different state. I had not registered there. I did not know what an I-9 alternative procedure was. I had no remote onboarding plan. The person started on a Monday, received a laptop on Wednesday, and spent their first week confused, unproductive, and probably regretting their decision.

This guide is the playbook I wish I had. It covers everything a US small business (5 to 50 employees) needs to hire remote employees: what to decide before posting the job, where to find candidates, how to interview remotely, the compliance layer that catches unprepared employers, the offer and paperwork process, and the Day 1 to Day 30 onboarding that determines whether your new hire stays. This is US-only and assumes you are hiring W-2 employees within the United States. If you are hiring internationally, you need an Employer of Record, and that is a different guide entirely.

I built FirstHR to solve the post-offer side of this process: e-signature for offer letters and compliance documents, AI-generated onboarding plans, async training modules, and task workflows that give a remote hire the same structured first 90 days that an in-office hire gets. It is not a recruiting tool and does not post jobs or screen candidates. You need Indeed, LinkedIn, or referrals for sourcing. FirstHR takes over when someone says yes.

TL;DR
Hiring remote employees at a US small business requires five pre-hire decisions (remote structure, states, compensation, policy, async suitability), multi-state compliance registration (state tax withholding, SUTA, workers' comp), remote I-9 verification via E-Verify alternative procedure or authorized representative, and structured onboarding that compensates for the absence of in-person interaction. The biggest mistake founders make is treating remote hiring like in-office hiring with a different address. It is not. The compliance and onboarding layers require deliberate process.

Why Hire Remotely in the First Place

BLS data shows that nearly 23% of US workers telework at least part of the time. Remote work is not a pandemic experiment. It is a structural shift in how work gets done. For small businesses, hiring remotely unlocks three advantages: access to talent outside your local market, reduced overhead (no additional office space), and the ability to compete with larger employers on flexibility.

But remote is not the right answer for every role. Roles that require physical presence (retail, manufacturing floor, client-facing service), roles that depend on real-time collaboration with on-site teams, and roles where the founder does not have the management infrastructure to support a remote worker are all cases where hiring locally makes more sense. The decision should be based on the work, not the trend.

When Remote Is the Wrong Answer
If the role requires hands-on work with physical materials, daily in-person collaboration with an existing team, or direct customer contact at a specific location, hire locally. If the role is primarily computer-based, can be measured by output, and does not require real-time physical presence, remote works. The hybrid work guide covers the middle ground.

Five Decisions to Make Before You Post the Job

Most founders post a remote job before answering five questions that will create problems later. Answer these first.

DecisionOptionsWhy It Matters
Remote structureFully remote / Hybrid / Remote within [state]Determines whether you need multi-state compliance. 'Remote within California' keeps you in one state. 'Fully remote US' means you register wherever the hire lives.
State restrictionsOpen to all states / Specific states onlyEach new state means new tax registration, unemployment insurance, and potentially workers' comp. Start with states where you are already registered.
Compensation modelSame pay regardless of location / Location-adjustedLocation-adjusted pay saves money but adds complexity. For most SMBs hiring 1-3 remote workers, one salary range regardless of location is simpler.
Remote work policyWritten policy / Informal understandingA written policy covering work hours, communication expectations, equipment, and expenses prevents confusion on Day 1. Does not need to be long.
Async suitabilityRole works async / Requires real-time overlapIf the role requires 6+ hours of overlap with a specific time zone, that limits your candidate pool. State it in the posting.

The most consequential decision is state restrictions. Hiring one remote employee in a new state triggers a series of compliance obligations: state income tax withholding registration, state unemployment insurance (SUTA) enrollment, and potentially workers' compensation coverage from an in-state carrier. These are not optional. They are legal requirements that begin the moment the employee starts working in that state. The new hire reporting guide covers state-specific deadlines.

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Writing a Remote Job Post That Filters Well

A remote job post needs three elements that a standard posting does not: the remote structure (fully remote, hybrid, or limited to specific states), time zone and overlap requirements, and equipment and workspace expectations. Including these three elements filters out candidates who are not a fit before they apply, which saves screening time.

Three phrases I now include in every remote posting: "This role is fully remote within [states or US]." "Core working hours are [X] to [Y] [timezone]. Outside of those hours, work is async." "We provide [laptop/stipend/nothing]. You are responsible for a reliable internet connection and a quiet workspace." These three sentences eliminate 30 to 40% of mismatched applications. The job description guide covers the full 7-component JD structure.

What worked for me
I posted my second remote role as "fully remote, US-only" without specifying states. I got an excellent candidate in Hawaii. By the time I realized I needed to register in Hawaii for payroll, withholding, and unemployment insurance, the candidate had already accepted. It took two weeks to get everything set up, and the start date had to be pushed. Now I list specific states I am already registered in and add "other states considered on a case-by-case basis."

Where to Find Remote Candidates

The same sourcing channels work for remote roles as for in-office roles, with one addition: remote-specific job boards that attract candidates who are already set up for remote work and know what it requires.

ChannelBest ForRemote-Specific AdvantageCost
Indeed (sponsored)Broadest reach, all role typesFilter by 'remote' location attracts high volume$5-$15/day
LinkedIn JobsProfessional and salaried rolesRemote filter + passive candidate targeting$5-$10/day
Employee referralsAll roles, highest qualityYour existing remote employees know other remote-ready people$0 (or $500-$2,000 bonus)
We Work RemotelyTech, design, marketing, operationsPure remote audience, no in-office noise$299/posting
FlexJobsProfessional roles, experienced remote workersVetted job board, higher candidate quality$299-$399/posting

For a small business hiring 1 to 3 remote employees per year, Indeed + LinkedIn + referrals covers 90% of needs. Add one remote-specific board if the role is hard to fill or if you want candidates with proven remote experience. The candidate sourcing guide covers 25 channels ranked by ROI, and the recruitment strategies guide covers the broader sourcing approach.

Interviewing Remote Candidates: What to Look For

Interviewing remote candidates requires the same structured approach as in-person interviews (same questions, same order, scorecard), plus evaluation of four remote-specific skills: written communication (most remote work is async and text-based), self-direction (nobody is watching, they need to manage their own time), proactive communication (they must surface problems, not wait to be asked), and comfort with ambiguity (remote environments have less implicit information than offices).

Run the interview on video with cameras on. This is the communication medium they will use daily. If the video call is choppy, disorganized, or difficult, that is useful information. Ask at least one question about their home workspace setup and one about how they have handled isolation or communication challenges in previous remote roles.

The Async Test
Before the final interview, give candidates a small, paid task ($50 to $150) that mirrors the actual work. Set a 48-hour deadline with no check-ins. How they approach the task (quality, communication, self-direction) tells you more about their remote readiness than any interview question. Pay everyone who completes it, whether you hire them or not.

The structured interview guide covers how to build the scorecard, and the interview questions guide covers 50+ questions by type.

The Compliance Layer Nobody Tells You About

This is the section that separates remote hiring from in-office hiring. Hiring a remote employee in a state where you are not yet registered as an employer triggers a chain of legal obligations. Ignoring them does not make them optional. It makes you non-compliant.

One employee in a new state changes your tax footprint

When you hire a remote employee in a new state, you must register for state income tax withholding in that state (so you can withhold state taxes from their paycheck), enroll in that state's unemployment insurance program (SUTA), and potentially obtain workers' compensation coverage from an in-state carrier. Some states require additional registrations. A payroll provider handles most of this, but you need to initiate the process before the employee's start date. The compliance hub provides state-by-state guides.

Form I-9 for someone you may never meet in person

Form I-9 requires physical examination of original identity and work authorization documents. For remote employees, you have two options. If you are enrolled in E-Verify and in good standing, you can use the alternative procedure: examine documents remotely via live video call, then verify them through E-Verify. This procedure has been permanent since August 2023. If you are not enrolled in E-Verify, you must designate an authorized representative (any responsible adult, such as a notary, librarian, or even a friend of the employee) in the new hire's location to examine the documents in person and complete Section 2.

FLSA applies the same to remote workers

The Fair Labor Standards Act treats remote hours the same as on-site hours. If the employee is non-exempt (hourly), you must track their hours and pay overtime for anything over 40 per week. The fact that they work from home does not change this obligation. For exempt (salaried) employees, FLSA overtime rules do not apply, but you must still ensure the employee meets the salary and duties tests for exemption.

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The Offer Letter and the Paperwork

A remote offer letter includes everything a standard offer letter includes (role, compensation, start date, at-will status, contingencies) plus three remote-specific elements: the remote work arrangement (fully remote, with or without state restrictions), equipment and stipend policy, and any expectations about travel (quarterly team meetups, annual company retreat, client visits).

Send the offer via e-signature. Once accepted, begin pre-boarding immediately. For a remote hire, pre-boarding is even more critical than for an in-office hire because there is no "show up and figure it out" fallback. The new hire needs to receive equipment, complete paperwork, and understand the Day 1 plan before they start. The preboarding guide covers the full timeline.

The remote new-hire paperwork checklist

DocumentDeadlineRemote-Specific Notes
Form I-9Section 1 on/before Day 1, Section 2 within 3 business daysUse E-Verify alternative procedure (video examination) or designate an authorized representative in employee's location
Form W-4Before first paycheckSame as in-office. Collected via e-signature.
State withholding formBefore first paycheckUse the employee's state of residence, not your HQ state
Direct deposit authorizationBefore first paycheckSame as in-office
Remote work agreementDay 1 or with offer letterCovers workspace requirements, equipment, expenses, communication expectations
Equipment receipt acknowledgmentWhen equipment shipsDocuments what was provided and return expectations at separation
State new hire reportWithin 20 days (varies by state)Filed in the employee's work state, not your HQ state

The new hire paperwork guide covers every form in detail, and the onboarding documents guide maps the full checklist.

Day 1 to Day 30: The Onboarding Part Most Founders Skip

Gallup research shows that only 28% of fully remote employees feel connected to their company's mission. That disconnection does not start at month six. It starts on Day 1, when the new hire logs in and nobody is there, no schedule exists, and the implicit "ask the person next to you" support system does not exist. Deliberate remote onboarding closes this gap.

My Day 1 agenda for remote hires

8:00 AM
Welcome video call with founder
15 minutes. Camera on, informal. Confirm they have access to everything.
8:30 AM
IT setup verification
Walk through laptop, email, Slack, project tools. Troubleshoot anything broken.
9:00 AM
Company overview (async)
30-minute recorded video: who we are, what we do, how we work. They watch at their pace.
9:30 AM
Team introductions
15-minute video call with each team member they will work with directly. 3 calls maximum.
10:30 AM
Role walkthrough with manager
30 minutes. Review the 30-60-90 day plan. Clarify first-week priorities.
11:00 AM
Async training modules
Product training, tools training, security basics. Self-paced, tracked in onboarding platform.
12:00 PM
Lunch break (yes, schedule it)
Remote employees skip lunch on Day 1 because nobody told them to stop. Tell them.
1:00 PM
First task assignment
One real but low-stakes task they can complete by end of day. Proves systems work and builds confidence.
3:00 PM
End-of-day check-in with manager
15 minutes. How did it go? What is confusing? What do you need for tomorrow?

The structure matters more than the specific activities. A remote hire who logs in to an empty Slack channel and a vague "get set up and let me know if you need anything" message is already disengaging. A remote hire who logs in to a scheduled day with clear expectations and a real task to complete feels like part of the team.

The 30-day ramp plan

Week 1: orientation, tool setup, company overview, team introductions, first small task. Week 2: deeper training, first independent contribution, daily async check-ins. Week 3: independent work on real deliverables, check-ins taper to every other day. Week 4: formal Day 30 review against milestones, set goals for Days 31 to 60. The entire plan should be documented, shared with the new hire before Day 1, and tracked in your onboarding platform.

I built the AI onboarding wizard in FirstHR to generate these plans from job descriptions because building them manually takes 3 to 5 hours and most founders skip it. The wizard creates a role-specific 30-60-90 plan, assigns training modules, and schedules check-ins at Day 7, 30, 60, and 90. That is the difference between a remote hire who ramps in 30 days and one who is still confused at Day 60. The 30-60-90 day plan guide covers how to build the plan manually, and the remote onboarding guide covers the full process.

Mistakes I Made on My First Remote Hire

Moving too fast on the offer

I extended an offer before checking whether I was registered as an employer in the candidate's state. The registration took two weeks. The start date was pushed. The candidate nearly accepted another offer in the meantime. Now I check state registration status before the final interview.

Skipping the remote-specific reference check

I asked standard reference check questions. I did not ask: "How did this person perform in a remote or independent work environment? Were they proactive in communicating status, or did you have to chase them?" Those two questions would have surfaced a pattern that cost me three months. The reference check guide covers what to ask.

Under-investing in the first week

I treated remote onboarding like in-office onboarding with a video call instead of a handshake. It is not the same. In an office, the new hire absorbs information passively: they overhear conversations, watch how people work, pick up culture from lunch and hallway interactions. Remote hires get none of that. Every piece of information must be delivered deliberately. My first remote hire got a 30-minute welcome call and a "reach out if you need anything." They did not reach out. They quietly struggled for three weeks and then told me they were thinking about leaving. Now I build a full Day 1 schedule and a 30-day ramp plan before the person starts.

What worked for me
The single biggest improvement in my remote hiring process was building the Day 1 agenda and 30-day plan before posting the job. When I write the plan first, I write a better job description (because I know exactly what the person will do). I ask better interview questions (because I can test whether they can do the Day 30 deliverables). And the new hire arrives to a clear roadmap instead of a blank screen. The plan is the bridge between recruiting and retention.
Key Takeaways
Make five decisions before posting: remote structure, state restrictions, compensation model, remote work policy, and async suitability. Each one affects compliance and candidate pool.
One remote employee in a new state triggers tax registration, unemployment insurance, and workers' comp obligations. Check registration before making the offer, not after.
Remote I-9 verification has two paths: E-Verify alternative procedure (video examination, permanent since August 2023) or authorized representative in the employee's location. Both are legally valid.
Include three remote-specific elements in every job post: remote structure and state eligibility, time zone and overlap requirements, and equipment/workspace policy.
Interview for four remote-specific skills: written communication, self-direction, proactive communication, and comfort with ambiguity. A paid async test task reveals these better than interview questions.
Remote onboarding requires more structure, not less. Build a Day 1 agenda, a 30-day ramp plan, and check-ins at Day 7 and Day 30 before the hire starts. The implicit information transfer of an office does not exist remotely.
FLSA treats remote hours the same as on-site hours. Track time for non-exempt employees. The home office does not change overtime obligations.

Frequently Asked Questions

Can I hire a remote employee in a state where my business is not registered?

Yes, but hiring in a new state triggers compliance obligations. You will likely need to register for state income tax withholding and state unemployment insurance (SUTA) in that state. Some states also require workers' compensation coverage from an in-state carrier. The registration process typically takes 1 to 5 business days per state. This does not mean you need a physical office. It means you need to register as an employer in that state. A payroll provider can handle most of these registrations for you.

Do I need an EOR to hire remote US employees?

No. An Employer of Record (EOR) is designed for hiring employees in countries where you do not have a legal entity. For hiring remote employees within the United States, you do not need an EOR. You register your business in the employee's state, set up payroll, and comply with that state's employment laws. EORs are useful for international hiring. For domestic remote hiring, standard employer registration is sufficient and far less expensive.

How is remote I-9 verification different?

Form I-9 requires physical examination of original identity and work authorization documents. For remote employees, you have two options. First, if you are enrolled in E-Verify and in good standing, you can use the alternative procedure to examine documents remotely via live video call. Second, if you are not enrolled in E-Verify, you must designate an authorized representative (any adult, not necessarily an employee) in the new hire's location to examine the documents in person and complete Section 2. Both options are legally valid. The E-Verify alternative procedure has been permanent since August 2023.

What does it actually cost to hire one remote employee?

The fully loaded cost of a remote employee is similar to an in-office employee: 1.25 to 1.4 times base salary. This includes employer FICA (7.65%), federal and state unemployment taxes, workers' compensation, and any benefits. Additional remote-specific costs may include a home office stipend ($500 to $2,000 one-time or $50 to $200 monthly), equipment (laptop, monitor, headset: $1,500 to $3,000), and coworking access if offered. Direct hiring costs (job posting, screening, onboarding) add $3,000 to $5,000 per hire.

How do I onboard a remote employee I have never met in person?

The same fundamentals apply as in-person onboarding, but execution requires more intentionality. Complete all compliance paperwork via e-signature before Day 1. Ship equipment early enough that it arrives before the start date. Build a Day 1 schedule with video calls for introductions and a recorded company overview they can watch at their pace. Assign async training modules for product knowledge and tools. Create a 30-60-90 day plan with specific milestones. Schedule check-ins at Day 7, 30, 60, and 90. The structure matters more for remote hires because there is no desk neighbor to answer questions.

What should I include in a remote job posting?

A remote job posting needs everything a standard posting needs (title, responsibilities, qualifications, salary range) plus three remote-specific elements. First, the remote structure: fully remote, hybrid, or remote within specific states. Second, time zone and overlap requirements: does the person need to be available during specific hours, or is the work fully async. Third, equipment and workspace policy: whether you provide equipment, offer a stipend, or expect the employee to supply their own. Being specific about these three elements filters candidates who are not a fit before they apply.

Is it legal to pay remote employees differently based on location?

Generally yes, location-based pay is legal in the United States. Many companies adjust compensation based on cost of living in the employee's location. However, you cannot pay differently based on protected characteristics (race, gender, age, etc.), and some states and cities have pay transparency laws that require disclosing salary ranges in job postings. If you use location-based pay, be transparent about it in the posting and consistent in application. The simplest approach for small businesses: set one salary range for the role and apply it regardless of location.

Do remote employees need workers' compensation insurance?

Yes. Workers' compensation requirements apply to remote employees the same as in-office employees. The coverage is typically based on the state where the employee works (their home state), not where your business is headquartered. If you hire a remote employee in a new state, you may need to obtain workers' compensation coverage in that state. Rates are generally lower for remote office work than for physical labor, but the requirement exists in almost every state.

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