1099 Independent Contractor Taxes: A Guide for Contractors and Businesses 

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Hiring 1099 independent contractors can simplify payroll and “avoid” payroll taxes, but also brings potential tax and compliance issues. Businesses (especially construction and contractor firms) must correctly classify workers, issue the right tax forms, and handle reimbursements properly.  

Misclassification is costly: if the IRS finds that a contractor was really an employee, your business can be held liable for unpaid payroll taxes (income tax withholding, Social Security and Medicare taxes, and unemployment taxes) that should have been paid, plus penalties and interest.  

What is an Independent Contractor?  

In brief: an independent contractor is self-employed, performs work for your business, and is paid as a vendor (not an employee). The IRS looks at control and independence to make this determination.   

For example, the IRS examines factors like behavioral control (who directs the work), financial control (who pays expenses and supplies tools), and the relationship (contracts, benefits, etc.). Independent contractors typically supply their own tools, set their own schedules, and assume the risk for profit or loss on each job.   

For clear guidance on contractor taxes and bookkeeping, contact Attracct Accounting Advisors.  

Classifying Workers: Employee vs. Contractor  

Under IRS rules, an independent contractor (often called a 1099 worker) is not an employee. The IRS uses a multi-factor test (often grouped into three categories) to decide if a worker is an employee or a contractor:  

  • Behavioral control. Does your business control how the worker does the job? Contractors normally choose their methods and hours.  
  • Financial control. Who provides tools, pays business expenses, or has the chance for profit and loss? Contractors usually supply their own equipment and cover their own costs.  
  • Type of relationship. Is there a written contract? Are benefits (like insurance, vacation pay) provided? Are services ongoing or project-based?  
how does irs classify between an employee and a contractor

Put simply, truly independent contractors run their own trade or business and offer services to the public. If a contractor job is integral to your business but you dictate detailed work rules (just like you would for an employee), the IRS may reclassify that worker as an employee.  

Consequences of Misclassifying a Worker As a1099 Contractor  

Employee vs. contractor status determines tax responsibilities. Misclassifying a worker as a 1099 contractor when they should be an employee can trigger costly penalties. The IRS explicitly warns that if you misclassify someone as a contractor, your business may owe back employment taxes.   

In that case, you’d be responsible for both the employee’s and employer’s share of Social Security and Medicare taxes, plus income tax withholding and unemployment taxes. To avoid this, follow IRS guidelines (IRS Pub. 15-A and the IRS “Common Law Rules”) and consult a CPA if you’re unsure.  

Your Reporting and Withholding Responsibilities  

When you pay a genuine independent contractor, you must first receive a W-9 from the contractor which dictates how the contractor is taxed and notes the contractor’s tax ID and address.   

Form 1099-NEC must be issued by January 31 of the following year for each contractor to whom you pay $600 or more in a calendar year for services rendered. Best practices also call for proof of insurance to accompany a contractor’s W-9 prior to remitting the first payment.   

This includes fees, commissions, or other compensation for work performed as a nonemployee (even if incidental parts and materials are provided). For example, if you pay a plumber $5,000 in a year, that entire amount is reported on Form 1099-NEC (Box 1).  

Key points about 1099-NEC:  

  • Deadline: Issue the 1099-NEC to the contractor and the IRS by January 31 of the following year. E-filing is required if you file 10 or more 1099s.  
  • Who gets one: Any person/non-corporation (individual, partnership, LLC, etc.) paid $600+ for services in the course of your trade or business. This covers payments to attorneys, too (even corporate law firms), which must be reported.  
  • What to report: Enter the total nonemployee compensation in Box 1 of Form 1099-NEC. Include everything from consulting fees to subcontractor labor. (Amounts paid as proceeds of a sale of property are presented on different forms or boxes; refer to IRS instructions.)  
  • No employee withholding: Unlike W-2 wages, payments to contractors have no income tax or FICA withholding by the payer. Instead, contractors are responsible for reporting and remitting their tax obligations (both income tax and self-employment tax) and should consider making quarterly estimated tax payments. In practice, this means your contractor will pay the 15.3% Social Security/Medicare tax themselves.  

Tax Tips: Remember that if you pay a corporation (like an S-Corp or C-Corp) for services, you usually do not have to issue a 1099-NEC (special exceptions apply, e.g., attorneys or medical payments always require reporting). Some businesses prefer contractors to form their own corporations to simplify 1099 filings. Even so, always verify the worker’s status under IRS rules, not just the entity form.  

  

Reimbursements: Taxable vs. Non-Taxable  

Reimbursements for Independent Contractors 

Reimbursements to independent contractors are common for materials, mileage, and travel expenses. The IRS allows these to be non-taxable, but only if they’re handled under an accountable plan. Otherwise, they are treated as taxable income. 

What Counts as a Tax-Free Reimbursement? 

According to IRS Publication 463, reimbursements to contractors are not considered income and do not go on Form 1099-NEC if they meet all of the following conditions: 

  • Business connection: Reimburse only legitimate business expenses (mileage, lodging, supplies, etc.) necessary for the contractor’s work.  
  • Substantiation with receipts: Contractors must submit receipts or mileage records within a reasonable time. IRS guidelines (for employees) say the contractor should account for expenses within 60 days.  
  • Return excess: If the reimbursed amount exceeds the documented expenses, the excess must be returned. (IRS guidance allows up to 120 days for returning excess funds.)  

Practically, you should establish written policies or include clauses in your contracts. Require contractors to report expenses and provide original receipts or a mileage log. Reimburse expenses promptly (within about 30 days of incurring them), then reconcile and recover any extra payment.   

Following these rules mirrors the IRS’s accountable plan guidance. If all criteria are met, reimbursements are not considered income and are fully deductible by your business.  

When Reimbursements Become Taxable 

If any of the above conditions are not met, the IRS considers the payment part of the contractor’s compensation. In that case, the total (services plus reimbursements) must be reported on Form 1099-NEC if it reaches or exceeds $600 in the year. 

Examples 

  • Proper: A contractor submits mileage logs and receipts for materials used on a job. You reimburse the exact amount. It’s not taxable and isn’t reported on Form 1099-NEC. 
  • Improper: You pay a $100 flat daily travel stipend without requiring any documentation. That $100 is taxable and reportable without proper documentation 

Best Practices for Contractor Reimbursements 

  • Use written agreements to outline reimbursement expectations. 
  • Require itemized receipts or logs. 
  • Reimburse actual costs, not estimates or stipends, unless you’re using IRS/GSA per diem rates with documentation. 

Reimbursements for Employees 

Reimbursements to employees are more tightly regulated because they directly affect payroll tax reporting. Like with contractors, using an accountable plan allows businesses to reimburse employees tax-free. But if these rules are not followed, the reimbursement can be recategorized by the IRS as taxable wages

What Is an Accountable Plan for Employees? 

To keep reimbursements off an employee’s W-2: 

  • There must be a business connection: The employee incurs the expense while performing their job. 
  • There must be documentation: The employee must provide receipts, logs, or other records within a reasonable timeframe. 
  • There must be return of excess: If an employee receives more than they spent, the extra must be returned promptly. 

If these steps aren’t followed, the employer must add the reimbursement to the employee’s gross wages. This triggers: 

  • Federal and state income tax withholding 
  • Employer share of Social Security and Medicare 
  • Employee share of those same payroll taxes 

Common Employee Reimbursement Scenarios 

  • Vehicle use: Reimbursed at the IRS rate of 70¢/mile (2025), with logs 
  • Cell phone allowance: Must be substantiated by work-related usage 
  • Per diem: Allowed when traveling for work, but must be supported by dates, destination, and purpose 

Examples: 

  • Proper Reimbursement: An employee uses their personal vehicle for a work trip, submits a trip log, and is reimbursed at 70¢/mile. This is not taxable and stays off the W-2. 
  • Improper Reimbursement: An employee receives a $150/month flat travel stipend with no documentation. It must be added to their W-2 as taxable wages. 

Risks of Noncompliance 

  • Improper reimbursements can trigger IRS payroll audits. 
  • Employers may owe back taxes, penalties, and interest. 
  • Employees’ W-2s could be adjusted and additional income taxes could be owed 

IRS Mileage and Per Diem Rates for 2025  

When reimbursing contractor travel, you can use IRS/GSA (General Services Administration) standard rates to simplify recordkeeping:  

  • Mileage: The IRS standard business mileage rate for 2025 is 70¢ per mile. Drivers report miles driven on company business; multiply by 0.70.  
  • Meals and Lodging (Per Diem): For federal (CONUS) travel, the GSA per diem (effective Oct 2024–Sep 2025) is $68 per day for meals and incidental expenses and $110 per night for lodging. Some high-cost areas have higher lodging rates, but $110 is the national standard.  

If you reimburse at these rates and require receipts for any higher actual costs, that also qualifies under an accountable plan. For example, instead of cutting checks for plane tickets, you might give a flat per diem up to these IRS-approved limits.  

Things to Remember  

Avoiding Misclassification Penalties  

To protect your business, be vigilant about correct classification. Follow IRS guidance: review work arrangements against the three categories of control. Avoid imposing too much direction on contractors (or providing employee-style benefits), which could trigger reclassification.  

If the IRS audits, they don’t look at job title or contract wording, but at the actual working relationship. The good news is there are programs to fix mistakes: the IRS’s Voluntary Classification Settlement Program (VCSP) lets eligible businesses reclassify workers as employees prospectively with reduced penalties.  

In everyday practice, keep things clean: write clear contracts stating independent contractor status, follow the contract terms, and keep good records of project assignments and payments. If a contractor effectively works “like an employee” (set schedule, exclusive work, using your tools), consider restructuring the relationship.  

Note on Entity Structures  

Requiring subcontractors to form an LLC or Scorp can sometimes reduce paperwork (since payments to corporations generally do not require a 1099). However, IRS classification is based on facts, not just entity type. Even a contractor with an S-Corp can be treated as an employee if the work arrangement resembles employment.  

Importance of Documentation  

Good documentation is your best defense in tax matters. Keep clear, contemporaneous records of: contracts, scopes of work, payment invoices, reimbursement receipts, and Forms W-9 and 1099. The IRS explicitly requires businesses and contractors to maintain expense records, regardless of reimbursement. Well-documented transactions mean smoother tax filings and fewer headaches during an audit.  

If the IRS questions a deduction or classification, you can point to your contracts, expense reports, and signed W-9s. A file of canceled checks, bills, and receipts validates business deductions. For example, properly recorded mileage logs and daily travel expenses make it easy to justify reimbursements.  

In short, detailed recordkeeping supports your deductions (travel, supplies, subcontracts) and demonstrates compliance. It also signals good faith to the IRS: if the paperwork is tidy, they’re less likely to dispute your treatment of contractors. 

  

Strategic Considerations for Contractor Taxes  

Besides compliance, think strategically about contractor-related taxes and structure:  

Leverage Reimbursements:   

Use per diem and mileage rates to your advantage. Paying a contractor the standard IRS rates (with receipts) means they incur those expenses tax-free, and you get a full deduction. This effectively shifts business costs out of contractor income.  

Self-Employment Tax Planning  

Contractors owe 15.3% self-employment tax. Some businesses encourage high-earning contractors to form S-Corps and pay themselves a reasonable salary, which can reduce SE tax (distributions aren’t subject to FICA). If this makes sense, have the contractor consult a tax advisor.  

Professional Systems:   

Invest in accounting or payroll software that handles subcontractors. Set up a bookkeeping system where every contractor has a profile, W-9 on file, and tracked payments. This reduces errors and makes year-end 1099 preparation routine.  

Tax Advisor Partnership:   

Finally, remember that laws change. Sales and use tax, worker’s compensation, or state-specific rules can affect contractor arrangements. Regularly consult a CPA to make sure you’re taking advantage of deductions and avoiding pitfalls.  

Get professional help from contractor tax strategy experts. Let us take care of the complexities of tax planning and strategy while you focus on growing your business. Contact us today!  

  

Frequently Asked Questions (FAQs)  

Do I have to issue a 1099-NEC to a subcontractor if I also reimbursed them for mileage or materials?  

If the reimbursement was handled under an accountable plan (they submitted receipts, logs, etc.), you generally don’t include that amount in 1099. If no documentation was submitted, the full amount (including the reimbursement) is considered compensation and must be reported.  

  

Can I reimburse a contractor without needing receipts?  

Technically, yes! However, that reimbursement will be treated as taxable income. To keep it tax-free for the contractor and avoid unnecessary 1099 reporting, require documentation like receipts or mileage logs.  

  

If a contractor forms an LLC or S-Corp, do I still need to issue a 1099?  

Not usually. Payments to corporations (including S-Corps and most LLCs treated as corporations) generally don’t require a 1099-NEC. But there are exceptions, such as legal or medical services, that always require one.  

  

What if I only paid a contractor for travel and not labor? Do I still issue a 1099?  

If the travel payment wasn’t documented with receipts (non-accountable), then yes, it’s still considered taxable compensation and should be reported on a 1099-NEC if the total for the year is $600 or more.  

  

What’s the IRS mileage rate for 2025?  

The IRS standard mileage rate for business use in 2025 is 70¢ per mile. This applies to cars, vans, pickups, and panel trucks used for business purposes.  

  

Can I just pay a flat per diem instead of tracking actual meals or lodging costs?  

Yes, but only if the per diem aligns with GSA rates and your contractor documents travel details (dates, location, business purpose). Otherwise, it may be taxable income.  

John Roberts

John Roberts