W-2 vs. 1099 Workers: Classification, Conversion, and Cost

Aspen HR is here to help you accurately distinguish between W-2 and 1099 classifications, and assisting you to calculate the total salary conversion equivalent for your workers.

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Classifying W-2 vs. 1099 Independent Contractor Test

Over the last several years, the Wage & Hour Division (WHD) of the DOL has gone back and forth on the rules to classify workers correctly. In 2024, the DOL redefined how workers are classified as employees or independent contractors. This rule alters the economic reality test, the standard used under the Fair Labor Standards Act (FLSA) to determine a worker's financial dependence on an employer. However, on May 1, 2025, WHD announced it would not enforce the 2024 rule and instead would revert to the traditional economic realities test. Here are several key factors that outline the classification differences.

Employee (W-2)
Independent Contractor (1099)

Required to comply with employer’s instructions about when, where, and how to work

Sets own hours; determines own sequence of work

Works exclusively for the employer

Can work for multiple employers; services available to the public

Hired by the employer

Is self-employed

Subject to dismissal; can quit without liability

A contract governs how the relationship can be ended

Has a continuing relationship with the employer

Works by the job

Personally completes work

Permitted to employ assistants

Performs services under the company’s name

Performs services under the worker’s business name

Paid a salary; reimbursed for expenses; participates in company’s fringe benefits programs

Payment by the job; opportunity for profit and loss

Furnished tools, equipment, materials, and training

Furnishes own tools, equipment, and training; substantial investment by the worker

Work performed is integral to the primary business model

Work being performed is not integral to the primary business

Worker Classification: Compliance Risks You Can’t Afford to Ignore

In 2023 alone, the DOL collected $24 million in back wages for nearly 20,000 misclassified workers.

Converting a 1099 contractor to a W-2 employee isn’t just a business decision — it’s often a legal necessity. Federal and state agencies are ramping up enforcement, and businesses that misclassify workers face back taxes, penalties, unpaid overtime claims, and potential class-action lawsuits.

The Solution?

Our team helps you assess each contractor’s risk level, determine if conversion is warranted, and execute a clean transition that aligns with applicable employment laws.

Why consider converting a contractor to a W-2 employee?

✓ You exert control over their work hours, tools, or location

✓ The contractor performs work that is integral to your core business

✓ You’ve had the same individual working regularly for months (or years)

✓ You want to reduce risk exposure before a state or IRS audit

Compliance triggers to watch out for:

·  IRS 20-Factor Test

·  DOL’s Economic Realities Test (FLSA)

·  State-level ABC Tests

Failing to address misclassification can result in…

✗  Reimbursement of unpaid wages and benefits

✗  Double payment of employment taxes

✗  Fines from the IRS, DOL, or state agencies

✗  Disqualification from government contracts

The Solution?

Our team helps you assess each contractor’s risk level, determine if conversion is warranted, and execute a clean transition that aligns with applicable employment laws.

What Will it Cost?

Converting a contractor to a W-2 employee often raises the question: “What will it cost?”

On average, converting a contractor to a W-2 employee increases total cost by 20–35%.  But the savings in legal risk and retention often outweigh the extra expense.

Key factors that determine cost:

✓ Current contractor rate

✓ Employment taxes (Social Security, Medicare, FUTA/SUTA)

✓ Benefits (health insurance, PTO, 401(k))

✓ Workers’ compensation and EPLI coverage

✓ Administrative overhead

✓ State unemployment tax rate

Converting Contractors to W-2?

Fill out the form below and our expert team will help you quantify the cost estimate.

Personalized Guidance from Aspen HR

Our Employment Law Team is here to provide personalized guidance and support to help Aspen HR clients navigate the complexities of human resources management.

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