Employment

How to classify contractors before the audit letter arrives

Author

I help employers hire, manage and separate with documents and decisions that hold up later.

Author

Arjun Mehta

Role

Employment Counsel

Date

January 9, 2026

Portrait of Arjun Mehta

Employment

Topic

Classification turns on how the work is really done. If you control the how, the when and the where, treat that person as an employee.

Labels do not decide the question

Agencies and courts look past the title on the agreement to the working relationship itself.

Growing businesses often bring on help quickly: a designer here, a part-time bookkeeper there, a crew for a busy season. Treating everyone as a contractor keeps payroll simple, but misclassification can bring back taxes, penalties, overtime claims and benefit claims covering several years.

A quick internal review

  1. List everyone paid on a 1099 in the last year
  2. Note who sets their hours, tools and methods
  3. Check whether they work for other clients
  4. Flag anyone doing the core work of the business
  5. Review the flagged roles with counsel
If the person does your core work, on your schedule, with your tools, the law will likely call them an employee.

Fixing a problem you find

If a review shows misclassified workers, the fix is usually prospective reclassification combined with a careful look at back pay and tax exposure. Handle it deliberately rather than all at once in a panic.

At a glance
FactorPoints to contractorPoints to employee
ScheduleSets own hoursYou set the hours
ToolsBrings own equipmentUses your equipment
ClientsServes many businessesWorks only for you

Questions owners ask

Does a signed contractor agreement protect us?

It helps show intent, but the working relationship controls the result.

Can someone be both?

A person can hold two roles, but each role is judged separately.

General information only, not legal advice for any specific situation.

CallFree consultation