Contractors are the secret weapon of many growing businesses — flexible, cost-effective, and low-commitment. Until they’re not.

Because if you misclassify a contractor as a true independent when they’re actually functioning like an employee, you could face:

  • A Fair Work Ombudsman audit
  • Backpay of leave and entitlements
  • Superannuation liabilities
  • Tax penalties
  • Claims for unfair dismissal or sham contracting

And that “cost-effective” solution just became a legal and financial time bomb.

Let’s break down what every Australian business needs to know about contractor classification — and how to stay compliant without losing agility.


The Legal Definition: Employee vs Contractor

There’s no single checklist — but several legal indicators guide the distinction.

FactorEmployeeContractor
Control over workEmployer controls tasks, hours, toolsContractor decides how and when
Equipment/toolsProvided by employerSupplied by contractor
Tax & superEmployer paysContractor handles
Leave & entitlementsAccrued and paidNot provided
RiskEmployer bears financial riskContractor bears risk
IntegrationPart of business structureExternal to organisation

Courts take a “multi-factorial” approach, weighing all the facts of the working arrangement — not just the contract label.


Recent Case Law: A Warning for Employers

In Jamsek v ZG Operations Australia Pty Ltd (2022), two delivery drivers were engaged for decades as contractors. Despite holding ABNs and invoicing the company, the High Court found they were employees in substance, due to:

  • Control over their hours
  • Exclusive service to one company
  • Integration into business operations

The result? Years of backpay, entitlements, and legal cost exposure.

Label ≠ legal protection.


The Biggest Employer Mistakes

  1. “They have an ABN — so they must be a contractor.”
    → False. ABN status means nothing without examining the working relationship.
  2. “They signed a contract that says contractor.”
    → Courts look at the real substance, not the paperwork.
  3. “They only work 3 days a week.”
    → It’s not about days — it’s about independence, control, and business integration.
  4. “They’re happy with the arrangement.”
    → Satisfaction now doesn’t prevent claims later — especially after termination.

What Is Sham Contracting?

Sham contracting occurs when an employer:

  • Deliberately disguises an employment relationship as independent contracting
  • Pressures or misleads a worker into agreeing
  • Avoids paying entitlements and obligations

Under the Fair Work Act, this is illegal — and can result in civil penalties.


What Are the Risks of Getting It Wrong?

Misclassification can lead to:

  • Backpay of annual leave, sick leave, public holidays
  • Superannuation guarantee shortfalls (with penalties)
  • Workers compensation liabilities
  • Payroll tax reassessment
  • Fines from the ATO and Fair Work Ombudsman
  • Claims for unfair dismissal or adverse action
  • Reputational damage

The cost can stretch into the hundreds of thousands of dollars — particularly for long-term, incorrectly classified contractors.


How to Get It Right (Checklist)

Before engaging anyone as a contractor, check the following:

✅ Are they running their own business (with multiple clients)?
✅ Do they have control over how the work is done?
✅ Do they provide their own tools or equipment?
✅ Are they free to subcontract or delegate?
✅ Are they paid per project or milestone, not hourly?
✅ Are they responsible for their own tax and super?
✅ Do they bear risk if the work is faulty or late?
✅ Are they clearly not part of your organisational structure?

If more than 2–3 of these are “no,” you’re likely dealing with an employee.


Grey Areas: When It’s Not So Clear

Not every situation is black and white.

Some workers may:

  • Have freedom over hours, but work full time for you
  • Use their own laptop but report to your team
  • Invoice you monthly, but can’t decline work

In these cases, seek professional advice. You might need a hybrid arrangement or formalise employment to reduce risk.


When to Consider Making a Contractor an Employee

Convert the role if:

  • They’ve worked for you more than 12 months
  • They have no other clients
  • You direct their day-to-day activities
  • They’re involved in team meetings and projects
  • The work is ongoing, not project-based

It’s better to offer proper employment now than face claims later.


How to Fix Existing Contractor Risks

  1. Audit your contractor relationships
  2. Review contracts and actual working arrangements
  3. Adjust scope, independence, or terms if needed
  4. Get legal input on borderline cases
  5. Re-engage critical workers under employment terms if misclassified
  6. Educate leaders on classification risks and obligations

Hack Your HR offers:

  • Contractor classification audits
  • HR-compliant contract templates
  • Risk mitigation strategies
  • Transition support for contractor-to-employee shifts
  • Fair Work audit preparation

Final Word

Contractors can be a powerful asset — but only when engaged correctly.

Misclassifying a worker isn’t just a paperwork issue. It’s a compliance, legal, and ethical risk.

If you’re not sure where your contractors stand, now is the time to find out.

Because once a claim is made — or the Ombudsman knocks — it’s already too late to fix the paperwork.