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Stephanie Warlick

Employees vs. Independent Contractors: How to Know the Difference and Why It Matters

Differentiating between employees and independent contractors is a fundamental pillar of effective business administration. The Internal Revenue Service (IRS) delineates explicit criteria to distinguish these designations, emphasizing that non-compliance carries significant penalties.


Misclassifying an employee as an independent contractor, whether by error or intent, can lead to retroactive tax obligations spanning up to three years. In instances of deliberate misclassification, penalties can extend to imprisonment for up to one year. Given the gravity of these consequences, ensuring adherence to IRS regulations becomes paramount for business owners.


The high stakes underscore the need for meticulousness in managing relationships with employees and independent contractors. Starting on the right footing is not just advisable but imperative. Conduct thorough due diligence when engaging independent contractors to ensure compliance with IRS guidelines.


The IRS defines the distinction between an employee and an independent contractor primarily through the degree of control and independence within the work relationship. Here are the key factors the IRS considers:

  • Behavioral control: Employers control employees' behavior and work processes, which isn’t the case with independent contractors. This includes the right to direct work and provide training. Offering training materials or paid workshops could indicate a misalignment within an independent contractor arrangement.

  • Financial control: Employers typically oversee employees' financial aspects, such as providing tools, equipment, and expense reimbursements. For instance, an employee might receive a company laptop or meal reimbursement—elements absent in an independent contractor relationship. Benefits like health insurance, retirement plans, and paid leave are exclusive to employees and should not be extended to independent contractors.


To ensure compliance within an independent contractor relationship, consider these requirements:

  • Autonomy and control: Independent contractors decide how to execute their work, including methods, techniques, and schedules.

  • Financial independence: They usually invest in their tools and equipment and cover their expenses.

  • Temporary/project-based work: Contracts are typically short-term or project-specific, with invoices provided by the contractor. They manage their taxes and do not receive employee benefits.


Additionally, independent contractor arrangements often necessitate a detailed statement of work outlining the consulted projects, with contractors setting their project rates. The contractor defines payment terms, and invoicing is customary.


It's crucial to tread carefully if an independent contractor works full-time for a single client. While not inherently wrong, proper documentation is vital to maintain the clear distinction of the contractor relationship.


When in doubt, err on the side of caution and preparedness. Determining a worker’s classification involves weighing multiple factors, emphasizing the totality of the work relationship rather than isolated aspects. Consulting the IRS guidelines or seeking professional advice is advisable.


Conducting an end-of-year audit can be pivotal in ensuring compliance. Consider engaging compliance auditing services like 5FT View for specific case consultations. Reach out for a copy of the 20-point checklist to determine if a person is a Contractor or Employee.

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