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The Right Way to Fire an Independent Contractor: A Step-by-Step Guide

How to properly end a contract with an independent contractor? This guide covers legal steps, avoiding disputes, and protecting your startup's interests.
September 10, 2024
Written by Tim Sherstyuk
How To Fire an Independent Contractor
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36% of employed Americans identify as independent workers (source). Independent contractors are a big part of the job market. They help companies grow fast and save money. This is why more and more startups are turning to contractors.

However, working with a contractor is different from a regular W-2 employee. It is definitely more flexible and saves cost but it also brings new challenges. One tricky part can be ending a contract when you actually need to, as independent contractor termination is different from firing an employee. Ultimately, it's based on the contract terms, not employment laws.

Ending a contract the wrong way can cause legal problems. You might have to pay fees for stopping work early. It could also hurt your reputation, making it hard to find good contractors in the future.

In this article, we'll discuss:

  1. Reviewing your independent contractor agreement
  2. Understanding termination provisions and notice periods
  3. Dealing with final payments and unfinished work
  4. Protecting your company's intellectual property
  5. Avoiding wrongful termination claims

infographic explaining the differences between employee and independent contractor

1. Review the Independent Contractor Agreement

Before taking any action, carefully review the independent contractor agreement. This document outlines the terms of your business relationship and includes specific provisions for termination.

Review termination clauses and notice provisions

  • Look for early termination fees. Some contracts include penalties for ending work before a specified date. I've seen startups get hit with unexpected five-figure fees for early termination.
  • Check for "termination for convenience" clauses. These allow you to end the contract at any time. This is crucial if your startup's direction changes suddenly.
  • Understand the notice period. Some contractors require 30-60 days' notice, which can be challenging if you need to cut costs quickly.

💡 Watch out for evergreen clauses. These automatically renew the contract unless you provide notice. One founder I know accidentally extended a $10,000/month contract for an extra year due to an overlooked evergreen clause.

Understand the key contractual obligations

  • Review deliverables and milestones. Ensure you're not terminating right before a major deliverable.
  • Examine payment structures. Some contracts require full payment even if terminated early. Understand your financial obligations before making a decision.
  • Scrutinize IP clauses. Ensure all work product transfers to your company upon termination. You may lose crucial data because of poorly written IP clauses.

💡 Create a contract summary sheet for each contractor. Include key dates, deliverables, and termination requirements. This quick-reference tool can save you from costly oversights during busy periods.

2. Double-Check Your Contractor Classification

Getting contractor classification right is very important. Classifying workers correctly can save you from big legal headaches and costly mistakes.

Know the difference: Contractor vs. Employee

Think about these key points:

  • Who's in charge of the work schedule and methods?
  • Does the worker use their own tools or yours?
  • Can they work for other companies too?

If you're controlling the 'how' and 'when' too much, you might have an employee, not a contractor.

Understand the risks of getting it wrong

Misclassification can lead to:

  • Liability for unpaid taxes and benefits
  • Penalties from the IRS and Department of Labor
  • Potential lawsuits for wrongful termination

💡 In 2022, DoorDash, the food delivery giant, had to pay $5.3 million. They had misclassified delivery workers as independent contractors in San Francisco. They also had to give drivers benefits retroactively.

3. Document Performance Issues or Contract Breaches

If you're terminating due to poor performance or a breach of contract, thorough documentation is crucial.

Keep detailed records of performance issues

Document:

  • Specific instances of subpar work or missed deadlines
  • Communications addressing these issues
  • Any attempts to rectify the situation

Identify and document contract breaches

Look for:

  • Failure to meet agreed-upon deliverables
  • Violations of confidentiality or non-compete clauses
  • Unauthorized subcontracting of work

💡 Implement a contractor management system to track performance, deliverables, and communications. This not only helps with potential terminations but also improves overall contractor relationships and project outcomes.

4. Get Legal Advice, But Be Smart About It

You must get maximum value from legal counsel during contractor terminations. Here's how:

Focus on high-impact areas to direct your lawyer's attention to:

  • Unusual termination clauses in your contract
  • Industry-specific risks (e.g., data handling in healthtech)
  • Strategies to avoid contractor misclassification claims

Protect your company's assets

Talk to your lawyer about:

  • Making sure non-compete agreements work in your state
  • How to protect your ideas and inventions after the contractor leaves
  • What to do with unfinished work and important company information

💡 Ask your lawyer to make a simple checklist for ending contracts. You can use this list many times without paying for extra advice.

5. Prepare a Clear Contractor Termination Letter

A termination letter is crucial to avoid any issues later on. Here's how you can make it effective:

Include essential elements in the letter

  • Termination statement: "This letter serves as formal notice of termination of our independent contractor agreement dated [DATE]."
  • End date: "The effective termination date is [DATE], in compliance with the 30-day notice period outlined in our agreement."
  • Contract reference: "We are exercising our right to terminate as per Section n of our agreement."
  • Final deliverables: "Please complete and submit the following items by [DATE]: [LIST SPECIFIC DELIVERABLES]."
  • Payment details: "Your final payment of $[AMOUNT], including approved expenses submitted by [DATE], will be processed on [DATE]."
  • Company property: "Please return all company-owned items, including the laptop and access card, to our office by [DATE]."

Language and tone guidelines:

  • Avoid emotional language or personal attacks: Replace "Your work hasn't met our standards" with "The deliverables do not align with the specifications in the agreement."
  • Focus on factual information and contract terms: Instead of "We feel the project isn't progressing," write "The project milestones outlined in the agreement have not been met."
  • Avoid implying future work: Don't include phrases like "We may contact you for future projects." This could be interpreted as a promise of continued engagement.

💡 Develop a standard independent contractor termination letter template. Get it reviewed by a legal counsel. Use this as a foundation for all contractor terminations. This will ensure legal compliance.

6. Deliver the News and Manage the Transition

How you end a contract can make or break future business opportunities. Here's how to do it right:

Plan the conversation strategically

  • Choose a time when you're both free from deadlines
  • Use a private video call to read body language, even if remote
  • Have your legal advisor on standby for any tricky questions

Clearly communicate the decision and next steps

  • Start with a clear statement: "We've decided to end our contract"
  • Give a brief, factual reason tied to business needs
  • Provide a written summary after the call to avoid misunderstandings

Address outstanding work and payments

  • Agree on how to handle unfinished projects
  • Clarify final payment terms and timing
  • Discuss any applicable termination fees or severance (if in the contract)

💡Today's terminated contractor could be tomorrow's valuable connection or even a potential client. Handle the process with empathy and professionalism, This can pay dividends in the long run.

7. Protect Your Company Assets and Intellectual Property

Your proprietary information and innovations are your startup's most valuable assets. Protect them during the termination of independent contractor.

Retrieve physical company property

  • Devices (laptops, tablets, phones)
  • Access cards or keys
  • Any specialized equipment or tools

Secure digital assets and access

  • Revoke access to company systems and accounts
  • Change passwords for shared accounts
  • Ensure the return or secure deletion of company data on personal devices

Reinforce intellectual property agreements

  • Remind the contractor of any ongoing obligations regarding IP
  • Secure any work products or developments created during the contract period

💡Invest in asset management software that integrates both physical and digital tracking. This streamlines the termination process and significantly reduces security risks. Solutions like Oomnitza or Jamf can be valuable for growing startups.

8. Manage Internal and External Communications

How you communicate the contractor's termination impacts team morale and client relationships.

Inform relevant team members

  • Explain the change without divulging confidential details
  • Address any concerns about workload or project continuity

Update clients or stakeholders if necessary

  • Provide reassurance about project continuity
  • Introduce any replacement contractors or team members taking over the work

💡 Use this time to reassess your team structure and project management. Could this work be better handled in-house? Is it time to hire a full-time employee for this role?

9. Document the Termination Process

Thorough documentation protects your startup in case of future disputes or legal issues.

Maintain a termination file

Include:

  • Copies of all written and digital communications
  • Notes from verbal discussions
  • Records of returned company property
  • Proof of final payments and settled expenses

Update contractor management records

  • Note the termination date and reason in your contractor management system
  • Update any relevant project management tools or workflows

💡 Implement a standardized exit process for both employees and contractors. This ensures consistency and reduces the risk of overlooking crucial steps during busy periods.

10. Learn and Improve Your Contractor Management Process

Use each termination as a learning opportunity to refine your contractor management practices.

Conduct a post-termination review

  • Analyze what led to the termination
  • Identify any red flags that were missed during the hiring or management process

Refine your contractor agreements

  • Update contract templates based on lessons learned
  • Consider adding or revising termination clauses for clarity

Improve your contractor onboarding and management

  • Develop clear performance expectations and communication channels
  • Implement regular check-ins and feedback mechanisms

💡 Every contractor relationship, successful or not, offers valuable insights. Use these experiences to build a more robust and effective contractor management system for your startup.

Final thoughts

Ending a contract with an independent contractor is tricky, It needs careful planning, clear communication, and legal attention. Follow the above steps to handle terminations smoothly while protecting your company’s interests.

Remember, the gig economy is here to stay. Independent contractors will continue to play a big role in your startup's growth. Handling terminations professionally reduces legal risks. It protects your reputation with contractors, which is important for future hiring.

Whether you're a startup, a small business, or a larger company, there's likely an independent contractor who can help drive your business forward. Tell us your requirements, and we'll help you find the best contractor for your business. Fill out a quick form, and we'll be in touch within 24 hours to start building your dream remote team.

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Tim Sherstyuk
Founder