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Remote work has shifted from a perk to a common way of working, and that shift brings tax consequences that many people overlook. Whether you’re an employee logging in from a different state, a freelancer working for clients across the country, or a digital nomad moving between jurisdictions, understanding how taxes apply to your situation helps avoid surprises and penalties.

Key tax issues for remote workers and distributed teams

– State tax residency and multi-state income: States look at where you live and where you perform work. If you live in one state but work for an employer located in another, you may have filing obligations to both states.

Some states have reciprocal agreements that simplify withholding for cross-border commuters, but many do not. Track your time in each state and be prepared to file nonresident returns where you earned income.

– Withholding and payroll nuances: Employers often withhold based on your official work location. If you move or telecommute from another state, update your payroll records and W-4 or equivalent state forms so withholding matches your tax obligations. Without correct withholding, you may need to make estimated tax payments to avoid underpayment penalties.

– Home office deduction (self-employed only): If you’re self-employed, you may qualify for a home office deduction for a space used exclusively and regularly for business. Choose between a simplified method (a standard rate per square foot) or the regular method (actual expenses prorated to the business space). Employees working from home for an employer generally can’t claim this deduction, except in rare employer-reimbursed arrangements.

– Employer reimbursements and accountable plans: Employers can reimburse remote work expenses (internet, equipment) under accountable plans without those amounts being taxable to employees—if properly documented and substantiated.

Ask your employer about formal reimbursement policies; if none exist, keeping detailed receipts and a written agreement can help at tax time.

– Independent contractor issues: Freelancers should expect to receive 1099 forms for non-employee compensation and must track income and expenses carefully. Budget for self-employment taxes and make quarterly estimated payments to avoid underpayment penalties.

Consider retirement accounts for the self-employed, like SEP-IRAs or solo 401(k)s, to reduce taxable income.

Practical steps to reduce risk

– Keep precise records: Log work locations, dates, and hours.

Store receipts for home office expenses, equipment, and business-related subscriptions. Good records make allocable deductions defensible and streamline multi-state filings.

– Review employer policies: Understand where your employer wants you to be officially based, what expense reimbursement they offer, and whether they’ll handle multi-state withholding.

– Use payroll and tax software: Many tools can track multi-state income allocation and help estimate tax payments. For cryptocurrency or other nontraditional income, specialized tracking software can simplify basis and gain calculations.

– Get professional advice: State nexus rules and residency tests vary widely and can be complex when you cross borders frequently.

A tax professional can analyze your facts and suggest strategies such as adjusting withholding, establishing a tax home, or structuring client engagements to minimize multi-state exposure.

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Checklist before your next move or long work trip

– Update payroll location and tax forms with your employer
– Track days worked in each jurisdiction
– Save receipts and document home office use
– Recalculate withholding or set up estimated payments if income changes
– Confirm employer reimbursement policies and required substantiation

Remote work offers flexibility, but it also increases the potential for tax complications. Staying organized, communicating with your employer, and getting tailored advice can keep your tax picture clear and help you retain more of what you earn.