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Best Practices for Compliant Contractor Termination

Terminating a contractor is never easy. Explore our best practices to maintain HR compliance during a termination.

Blog Author - Keertana Anandraj
Keertana Anandraj
Jan 17, 20253 minutes
Blog Author - Keertana Anandraj
Keertana Anandraj

Keertana Anandraj is a part-time freelance writer and full-time sustainability analyst. Before Justworks, she began her freelance career writing for The Financial Diet and Career Contessa. She currently resides in New York City.

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Table of Contents

Understanding Contractor Relationships

Key Considerations Before Termination

Steps to Compliantly Terminate a Contractor

Avoiding Common Termination Pitfalls

How Justworks Can Help

When running a small business, working with independent contractors can offer flexibility and cost savings. But what happens when the relationship no longer works out? Terminating a contractor isn’t as simple as saying, “You’re fired”. Missteps can lead to potential headaches and damage your business’s reputation. To help you navigate this process, we’ve put together a guide on best practices for compliant contractor termination.

Understanding Contractor Relationships

Before diving into the termination process, it's crucial to distinguish between employees and contractors. 

Employee vs. Contractor: What's the Difference?

An independent contractor is not an employee. Contractors typically run their own businesses, control how they complete their work, and provide services to multiple clients. Employees, on the other hand, are subject to your business’s direct control, from how they work to when and where they do it. They are entitled to various employment rights such as benefits, leave, and notice periods. Misclassifying an employee as a contractor can have severe consequences, including penalties, back taxes, and lawsuits. Make sure you’ve correctly classified the individual as this classification influences how you approach termination and comply with relevant laws.

Key Considerations Before Termination

When considering terminating a contractor, there are several factors you need to evaluate to ensure compliance and mitigate potential issues.

Review the Contract Agreement

Contracts are the backbone of contractor relationships. Before initiating termination, revisit the agreement you signed. Pay close attention to:

  • Termination clauses: Make sure that nothing in the termination language, payment  terms, or anything else suggests an employer-employee contact. Be clear about reiterating that this is a contractor relationship,

  • Payment terms: Are you required to pay for work completed or offer compensation upon termination? What is the scope of the work you are required to pay them for?

  • Dispute resolution: Does the contract outline procedures for handling conflicts?

Evaluate Performance and Fulfillment

Reflect on the contractor’s performance. Have they met the agreed-upon deliverables? If their work hasn’t met expectations, do you have documented evidence of missed deadlines, subpar quality, or other issues? Clear documentation helps justify your decision and prevents claims of unfair termination.

Depending on your location and industry, there may be specific rules governing contractor termination. For example, some jurisdictions require written notice or adherence to anti-discrimination laws. Consult a legal professional to ensure compliance.

Steps to Compliantly Terminate a Contractor

Once you've assessed the situation and reviewed the necessary documents, it's time to proceed with the termination process. Here’s a step-by-step guide to help you navigate this process smoothly.

Step 1: Communicate Clearly and Professionally

Schedule a meeting to discuss the termination. If an in-person meeting isn’t feasible, a video call or phone conversation works. Avoid email or text as the primary communication method—these lack the personal touch and can be misinterpreted.

During the conversation:

  • Be direct but respectful.

  • Reference the contract and specific reasons for termination.

  • Clearly explain next steps (e.g., final payments, return of equipment).

Step 2: Provide Written Notice

Follow up the initial conversation with a formal written notice of termination. This document should reiterate the reasons for termination, the effective date, and any obligations that remain, such as the return of company property or completion of outstanding work.

Step 3: Settle Financial Obligations

Ensure all outstanding payments are made, including any owed for completed work. If the contract requires additional compensation, such as a termination fee, process it promptly. Keeping accurate records of these transactions is essential for compliance and future reference.

Step 4: Retrieve Company Property

If the contractor has any company equipment or confidential information, arrange for its return. This could include laptops, documents, or access to digital systems. Implementing a checklist can help ensure that all property is accounted for and returned in good condition.

Step 5: Document the Process

Keep a record of the reasons for termination, including performance reviews, contract violations, or changing business needs. This documentation is invaluable if the contractor disputes the decision.

Avoiding Common Termination Pitfalls

Even with the best intentions, mistakes can happen. Here are some common pitfalls to avoid:

  • Failing to Review the Contract: Skipping the contract review is a recipe for disaster. Ignoring agreed-upon terms can lead to legal disputes or financial penalties.

  • Inadequate Documentation: Failure to document communications, performance issues, and the termination process can lead to misunderstandings and disputes. Comprehensive documentation is your best defense against potential legal challenges.

  • Poor Communication: Termination is an emotional process. Deliver the news respectfully and professionally to preserve relationships and maintain your reputation.

  • Overstepping Boundaries: Remember, contractors operate independently. Avoid micromanaging their exit process or imposing requirements that aren’t in the contract.

  • Neglecting Final Payments: Withholding payment—even unintentionally—can escalate the situation. Double-check that all financial obligations are met promptly.

How Justworks Can Help

Offboarding is one of the many administrative processes that can be tough for business owners, founders, and managers. Need help managing contractor relationships or navigating terminations? Justworks can help you streamline time-consuming HR tasks like offboarding and beyond, freeing up you and your team to focus on what you do best –building and growing a thriving business. Get started with Justworks today!

This material has been prepared for informational purposes only, and is not intended to provide, and should not be relied on for, legal or tax advice. If you have any legal or tax questions regarding this content or related issues, then you should consult with your professional legal or tax advisor.
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Written By
Blog Author - Keertana Anandraj
Keertana Anandraj
Jan 17, 20253 minutes

Keertana Anandraj is a part-time freelance writer and full-time sustainability analyst. Before Justworks, she began her freelance career writing for The Financial Diet and Career Contessa. She currently resides in New York City.

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