Which Is the Right Choice for Your Business?
As your business grows, one of the biggest decisions you’ll face is how to bring on extra help. Should you hire an employee or work with an independent contractor? The answer depends on the type of work you need done, how much control you want over the position, and your long-term business goals.
Understanding the difference is important because misclassifying a worker can lead to unexpected taxes, penalties, and compliance issues.

When Hiring an Employee Makes Sense
If you want to direct how, when, and where the work is performed, an employee is often the right choice.
Employees typically work according to your schedule, use procedures you establish, and may receive training, equipment, or other resources from your business. They are generally the best fit for ongoing roles that are essential to your day-to-day operations.
Hiring employees also comes with additional responsibilities. Employers must comply with federal and state labor laws, withhold payroll taxes, pay unemployment taxes, provide workers’ compensation coverage where required, and meet wage and overtime requirements. While these responsibilities require more administration, having dedicated employees can provide consistency and help your business grow.
When an Independent Contractor May Be a Better Fit
Independent contractors are generally hired to complete a specific project or provide specialized services. They usually control how the work is completed, set their own schedules, may work for multiple clients, and often provide their own equipment.
This arrangement can be ideal for short-term projects or work that doesn’t require day-to-day supervision, such as website design, marketing, bookkeeping, consulting, or specialized repairs.
Businesses typically do not withhold payroll taxes for independent contractors. Depending on the circumstances and current IRS reporting requirements, businesses may need to issue the appropriate information return, such as Form 1099-NEC, for compensation paid during the year.
The IRS Looks at More Than a Job Title
Simply calling someone an “independent contractor” doesn’t automatically make them one.
The IRS evaluates several factors when determining whether a worker is an employee or an independent contractor. These factors generally fall into three categories:
- Behavioral Control: Who controls how the work is performed?
- Financial Control: Who controls the financial aspects of the work?
- Relationship of the Parties: How is the working relationship structured?
Every situation is unique, and no single factor determines the classification.
Making the Right Decision
Many successful businesses use a combination of employees and independent contractors. The key is ensuring each worker is classified correctly based on the facts of the working relationship.
If you’re expanding your team or aren’t sure whether a worker should be treated as an employee or an independent contractor, it’s worth discussing the situation before you make the hire. Proper classification from the beginning can help you avoid costly payroll tax issues, penalties, and compliance headaches down the road.
Gleason Tax Advisory Can Help
Whether you’re hiring your first employee or growing your business with a team of employees and independent contractors, Gleason Tax Advisory can help you understand your payroll, tax, and reporting responsibilities. We’ll help you make informed decisions so you can focus on running your business with confidence.
Contact Gleason Tax Advisory today for guidance on payroll, worker classification, and small business tax planning.
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