You are using an outdated browser. For a faster, safer browsing experience, upgrade for free today.
P a y P r o N e x t
A Comprehensive Guide Image

Contractor vs. Employee: Understanding the Key Differences

Jul-29-2025

Hiring the right kind of worker is more than just a business choice; it’s a legal classification that can affect taxes, insurance, compliance, and worker protections. Misunderstanding the distinction between an independent contractor and an employee can lead to fines, lawsuits, and back payments.

This article breaks down the core differences, clarifies questions about 1099 workers, and explains how these choices affect unemployment eligibility, workers’ compensation, and your business’s responsibilities.

What is an Independent Contractor?

An independent contractor, often referred to as a 1099 worker, is a self-employed individual who provides services to a business under a contractual agreement. The hiring business does not control how the contractor completes their work, only the result. Contractors set their own schedules, provide their own tools, and often work for multiple clients.

They are responsible for their taxes. Unlike employees, businesses don't withhold income tax or payroll tax from their payments. The hiring business issues Form 1099-NEC to report payments. Contractors report their earnings on Schedule C and pay self-employment tax, typically through quarterly estimated payments.

What Is an Employee?

An employee is hired to work under the supervision and direction of the employer. The company controls how, when, and where the work is done. Employees are provided with tools, training, and a structured schedule.

They receive a regular wage or salary and may be entitled to benefits such as paid leave, retirement plans, and health insurance. Taxes are automatically deducted from their paychecks, and employers are required to match a portion of their Social Security and Medicare contributions.

Are 1099 Workers Considered Subcontractors?

Some 1099 workers may be considered subcontractors, depending on the structure of the work arrangement. A subcontractor is hired to perform specific tasks for a business, often under the direction of a main contractor. However, being labeled a subcontractor doesn’t override legal tests for employment status. The level of control, independence, and financial risk defines the classification, not the title.

Can Independent Contractors File for Unemployment?

Generally, independent contractors are not eligible for unemployment benefits because they do not have unemployment insurance taxes paid on their behalf. However, there are exceptions.

If a contractor has been misclassified and actually performs duties more aligned with those of an employee, they may be eligible to claim unemployment upon review. Some states apply strict classification tests and have determined that certain 1099 workers were improperly classified and thus eligible for benefits.

There are also state-specific programs and temporary measures (such as during economic emergencies) that may expand coverage to 1099 workers under certain conditions.

Common search terms include:

Can a 1099 employee collect unemployment?
Can contractors file for unemployment?
Can I get unemployment as a contractor?

Workers’ Compensation for 1099 Workers

Independent contractors are not automatically covered by a company’s workers’ compensation insurance. As self-employed individuals, they are typically responsible for securing their own coverage.

Businesses that hire 1099 workers should ensure contractors carry their own workers’ compensation insurance, especially in industries like construction, where injury risk is high. In some states, failure to document a contractor’s coverage may lead to liability for injuries.

A misclassified contractor who is injured may attempt to claim benefits or sue if it’s determined the company had significant control over their work. To protect both parties, some companies request proof of insurance or require a waiver when legally permitted.

Related queries:

Do 1099 employees get workers compensation?
Can a 1099 employee be covered by workers compensation?
Do I need workers comp for independent contractors?

The Risks of Misclassifying Contractors

Misclassifying an employee as a contractor may seem convenient, but it comes with serious consequences. If a worker is treated like an employee, set hours, detailed supervision, required exclusivity, they may legally qualify as one, regardless of the contract label.

Risks include:

Back taxes and penalties
Unpaid overtime and benefits claims
Liability for injuries without workers’ comp
State or federal audits

States like California and New York use strict criteria to evaluate worker classifications. Misclassification has become a major enforcement priority in recent years.

Contractor vs. Contractee

In legal agreements, the contractor is the party providing the service, while the contractee is the one receiving it. This terminology is common in formal contracts but doesn’t determine whether a worker is legally an employee or independent contractor.

Setting Up as a Contractor

Those planning to work as independent contractors should take steps to formalize their business status. This may include:

Registering a business name or LLC
Getting an EIN for tax filing
Purchasing workers’ comp or liability insurance
Applying for required business licenses
Signing an independent contractor agreement with clients

These measures help define the relationship and reduce confusion or legal challenges later.

Additional topics that commonly arise:

How to set up a 1099 business
Do I need an EIN as an independent contractor?
Setting up an LLC for contract work

Final Thoughts

The line between contractor and employee isn't always clear, but the consequences of getting it wrong are serious. Contractors operate with autonomy and bear their own tax and insurance burdens. Employees receive benefits and legal protections but are subject to more control.

If you're hiring workers or working independently, it’s vital to understand these distinctions. Clear contracts, proper documentation, and careful role definition help ensure compliance and avoid costly disputes.

When in doubt, seek professional payroll or legal guidance to ensure you’re classifying and compensating workers correctly.