Are your remote employees legally protected? Are you?
Those aren’t questions you can afford to ignore anymore.
At the heart of remote work management is a choice: Will you scramble to catch up with evolving legal requirements when it’s too late, or will you get ahead of the compliance curve and build a bulletproof remote work framework?
It’s a classic dilemma facing every modern employer.
Remote work isn’t just about Zoom calls and flexible schedules anymore. It’s about navigating a complex web of legal obligations that span across state lines, labor laws, and worker protections.
One misstep? Hello, lawsuit.
But here’s the thing: most employers have no clue what they’re actually required to do.
Sound familiar?
Let’s fix that.
1. Reimburse Home Office Expenses or Face Lawsuits

Your remote employees are spending their own money to do your job. Internet bills, phone costs, equipment purchases, and utility expenses pile up fast. Some states say you owe them every penny back.
California leads the pack with the strictest reimbursement laws. If your employee lives there, you must reimburse all necessary work expenses. Period. No exceptions. Other states are catching up with similar requirements.
The math gets ugly quick. A remote worker might spend $200 monthly on internet, $50 on phone bills, and hundreds more on office supplies. Multiply that by your entire remote workforce and you’re looking at serious money.
Create expense reimbursement policies now. Track what employees spend. Pay them back promptly. The alternative is expensive litigation and pissed-off workers.
2. Secure Workers Comp Coverage Across State Lines
Workers comp gets messy when your employees work from different states. Your Michigan policy might not cover your remote worker in Texas. That home office injury could leave you completely exposed.
Each state has different workers comp requirements. Some demand coverage for remote workers, others don’t. Some cover home office injuries, others laugh at the idea. You need to know the rules everywhere your people work.
Here’s what makes this complicated: your employee lives in Florida but works for your California company. They trip over their cat and break their wrist while walking to their home office. Which state’s laws apply? Good question.
- Audit where all remote employees actually work
- Review your current workers comp policy coverage areas
- Contact your insurance carrier about multi-state remote work
- Consider separate policies for employees in uncovered states
Don’t wait for someone to get hurt to figure this out – building an inclusive remote workspace means proactively protecting all employees with proper coverage before incidents occur. Workers comp lawyers smell blood in the water when coverage gaps exist.
3. Avoid Multi State Tax Nightmares Before They Hit

Your remote employee moved from California to Texas last month. Congratulations, you just inherited a tax compliance clusterfuck that most employers don’t see coming until the audit notices start piling up. This is just one of many remote hiring mistakes that can blindside unprepared companies.
Every state wants their cut, especially when applying the ‘convenience of the employer rule’ that determines whether remote work serves business needs or employee convenience—a distinction that can trigger tax obligations in multiple jurisdictions. Every state has different rules. And every state will happily fine you into oblivion if you mess this up.
You need to register for payroll taxes in every state where your remote workers live and work. Not just where your headquarters sits. California doesn’t care that your office is in Delaware when your employee is working from their San Francisco apartment.
Some states have reciprocal agreements. Others don’t. Some require registration after one day of work. Others give you thirty days. The rules change faster than you can keep track of them.
Start tracking where every remote employee works. Today. Set up state tax accounts before you need them. Your accountant will thank you when tax season rolls around.
4. Protect Company Data Without Violating Employee Privacy

You want to monitor your remote workers. They want privacy in their homes. Welcome to the legal minefield that is remote work surveillance.
Recording everything sounds smart until you accidentally capture your employee’s kid doing homework in the background and suddenly you’re facing privacy violation lawsuits.
Here’s what you can legally do:
- Monitor company-owned devices during work hours
- Track productivity through work-related software
- Require secure networks for sensitive data access
- Set clear boundaries about what you monitor
What you cannot do is turn your employees’ homes into digital panopticons. Installing keyloggers that capture personal passwords? Bad idea. Recording video calls without consent? Lawsuit waiting to happen.
Create a written remote work monitoring policy. Tell employees exactly what you track, when you track it, and why. Get their written consent. Cover your ass legally while protecting your company’s data.
The balance is delicate, but it’s doable.
5. Master State Labor Laws Where Employees Actually Work

Your employee lives in Colorado but works remotely for your New York company. Guess what? Colorado labor laws now apply to their employment, not New York’s.
This isn’t optional. This isn’t negotiable. This is the law.
Different states have wildly different requirements for meal breaks, overtime calculations, sick leave, and wage payment schedules. California requires meal breaks every five hours. Some states don’t require any breaks at all.
You need to comply with the most restrictive state laws that apply to each employee. Miss Colorado’s mandatory posting requirements? That’s a fine. Mess up California’s overtime calculations? That’s a bigger fine.
Research labor laws for every state where you have remote workers. Update your employee handbook to reflect the strictest requirements. Train your HR team on multi-state compliance issues.
Stop assuming one-size-fits-all employment policies work in the remote world. They don’t. State laws trump federal minimums every single time.
The Bottom Line
Remote work compliance isn’t going away. Your employees aren’t moving back to the office anytime soon. These legal obligations will only get more complex as more states pass worker protection laws.
You can keep pretending this stuff doesn’t apply to you. You can hope nobody notices when you mess up state tax filings or skip workers comp coverage. You can cross your fingers that your expense reimbursement policies won’t trigger lawsuits.
Or you can get ahead of this mess.
Start auditing your remote workforce today. Fix the gaps before regulators find them. Create policies that actually protect you instead of exposing you to liability.
The choice is yours.
Ben doesn’t buy into “the way it’s always been done.” He’s spent his career challenging hiring norms and rethinking how remote work should feel. At Remployee, he helps create honest tools and opportunities for people tired of the gig economy’s empty promises.

