Alex is Sprintlaw’s co-founder and principal lawyer. Alex previously worked at a top-tier firm as a lawyer specialising in technology and media contracts, and founded a digital agency which he sold in 2015.
If you run a small business in New Zealand, chances are you’ve already seen this scenario: a valued employee asks to “do a bit of contracting on the side”, or you want to hire someone part-time who also freelances for other clients.
It’s a common (and often totally workable) arrangement. But from a business owner’s perspective, having someone who is both employed and self-employed at the same time can create legal and commercial risks if it isn’t structured properly from day one.
In this guide, we’ll walk through what you can (and can’t) do, where businesses typically get caught out, and what documents and practical steps can help you stay protected.
What Does “Employed And Self-Employed At The Same Time” Actually Mean?
When people say they’re employed and self-employed at the same time, they usually mean one of these setups:
- Side hustle while employed: your employee has their own separate business (e.g. consulting, ecommerce, trades work) outside their hours with you.
- Two roles with you: the same person is your employee for one role, but you also engage them as an independent contractor for separate work.
- Multiple clients: you engage someone as a contractor, but they also have other contracts (and sometimes they’re also employed somewhere else).
In principle, there’s no general rule that automatically prevents someone from being employed and self-employed at the same time in NZ. The key issue is whether the arrangement:
- creates a conflict of interest for your business;
- misclassifies someone who is really an employee as a contractor;
- blurs ownership of intellectual property (IP) and confidential information;
- creates health and safety and fatigue risks (particularly where work hours add up); and/or
- leads to tax or payroll mistakes (for example, who should be deducting PAYE, or whether any withholding obligations apply).
So the real question for businesses isn’t “can they do it?” - it’s how do you structure it safely and document it clearly?
Why This Matters For NZ Businesses (And Where Things Commonly Get Missed)
When you’re hiring (or keeping) good people, you want flexibility. But in NZ, flexibility can quickly turn into legal exposure if the relationship isn’t set up correctly.
1) Contractor Misclassification Risk
The biggest risk for businesses is treating someone as a contractor when, legally, they’re actually an employee. This can happen when you:
- engage someone as a “contractor” for ongoing work that looks like a normal role;
- control how, when, and where they work (similar to an employee); or
- integrate them into your business in the same way you integrate staff.
If a contractor is later found to be an employee, you could face issues like back pay, holiday pay, and other minimum employment entitlements under laws like the Employment Relations Act 2000 and the Holidays Act 2003.
2) Conflicts With Your Customers, Suppliers, Or Competing Work
A side business can be totally unrelated (for example, your admin employee runs a weekend baking business). But sometimes it overlaps with what you do, or it starts small and grows.
Common conflict scenarios include:
- your staff member offering similar services to your customers privately;
- your contractor using your systems and knowledge to build a competing offer; or
- your employee working for a competitor (even if “just casually”).
This is where clear expectations and written protections matter - especially around conflict disclosures, confidentiality, and restraints.
3) IP Ownership Becomes Messy
If someone is both working for you and also “doing their own thing”, you need to be very clear on who owns what.
For example:
- If your marketing employee designs templates at home after-hours, are those personal designs or your company’s assets?
- If your software contractor writes code for you on a laptop they also use for other clients, what prevents re-use?
- If your staff member develops a process improvement “side project” that becomes a core part of your operations, do you own it?
These problems are avoidable, but only if you address IP allocation in the right agreement and keep good project records. (As a general rule, you shouldn’t assume “you automatically own it” just because you paid for it - ownership can depend on the contract terms and the type of IP involved.)
4) Payroll, Leave, And Minimum Entitlements Confusion
If someone has more than one “type” of relationship with you, you need to keep payroll and entitlements cleanly separated.
Employment obligations can include (depending on the role):
- PAYE deductions and KiwiSaver (if applicable);
- minimum wage compliance;
- annual holidays, sick leave, and other entitlements under the Holidays Act 2003;
- process requirements if you want to change hours or end employment.
Contractor payments, on the other hand, are generally handled via invoices and don’t include the same leave entitlements - assuming the person is genuinely a contractor.
5) Health And Safety Risks When People Work “Too Many Hours”
Even if someone’s side hustle is legal, it can still create fatigue and safety risks.
Under the Health and Safety at Work Act 2015, you have a duty to take reasonably practicable steps to provide a safe workplace. If your worker is exhausted because they’re stacking extra work elsewhere (or for you under a second arrangement), and there’s an incident, it can raise difficult questions.
You can’t “control” everything they do outside work, but you can:
- set clear expectations about fitness for duty;
- manage rosters and working time sensibly; and
- ensure you’re not incentivising unsafe hours through unrealistic deadlines.
Are They Really A Contractor? Classification Rules NZ Businesses Need To Get Right
If you’re considering engaging someone as a contractor while they’re also an employee (either with you or elsewhere), it’s worth slowing down and checking the fundamentals.
In NZ, the label you use (“contractor” or “employee”) isn’t decisive on its own. What matters is the real nature of the relationship.
While we won’t dive into case law here, NZ decision-makers typically look at practical factors like:
- Control: do you control their hours, methods, and day-to-day work?
- Integration: are they “part of” your business (team meetings, internal reporting lines, branded email, etc.)?
- Independence: can they subcontract, set their own schedule, and work for other clients?
- Risk and reward: do they bear business risk (e.g. fixing mistakes at their cost) and have ability to profit?
- Tools and equipment: do they use their own tools and systems, or yours?
From a business perspective, the danger zone is where you want contractor flexibility, but the working arrangement looks and feels like employment.
A Practical Example: Two Hats With The Same Business
Let’s say you run a construction-adjacent business (or an agency, studio, or consultancy). You hire someone part-time as an employee to handle internal admin. Then you also want to pay them as a contractor for client work “when needed”.
That can be workable, but you should expect scrutiny around:
- whether the “contracting” work is genuinely separate;
- whether the contractor work is actually just overtime by another name; and
- whether you’re using contracting to avoid employment obligations.
If you want this dual arrangement, it’s usually safer when:
- the contractor scope is clearly defined and project-based;
- the contractor can refuse work and has control over how it’s delivered; and
- your paperwork and invoicing reflects a genuinely independent business.
If you’re unsure, it’s worth getting advice early - it’s much easier to structure this properly upfront than to “fix” it after a dispute.
Managing Conflicts: Side Hustles, Confidentiality, IP, And Restraints
Even when the classification is right, the next question is: how do you protect your business while still being fair and reasonable?
This is where many small businesses benefit from setting clear boundaries in writing, rather than trying to manage issues as they pop up.
Conflict Of Interest: Set Expectations Early
A side business isn’t automatically a conflict. But it becomes a problem if it competes, interferes with performance, or uses your resources.
Common conflict rules businesses include are:
- the worker must disclose any side business that overlaps with your industry;
- they can’t solicit your customers or staff for their own business;
- they can’t use your tools, materials, systems, or paid time for outside work; and
- they must avoid situations where personal interests could influence decisions they make for you.
Many businesses document this in a Conflict Of Interest Policy, supported by contract clauses.
Confidentiality: Don’t Assume It’s “Obvious”
Small businesses often rely on informal trust. But confidentiality should never be informal - especially if someone is juggling multiple gigs.
You’ll want confidentiality obligations to cover things like:
- customer lists and pricing;
- supplier terms;
- sales pipelines and marketing strategies;
- internal processes, templates, and know-how;
- commercial information shared with you under NDA.
This is particularly important where a worker is “in the middle” of your operations and also building their own business on the side.
Intellectual Property (IP): Be Clear On Ownership
IP is often the hidden asset of a small business - your brand assets, content, processes, software, training materials, designs, and systems.
If someone creates IP for your business (whether as an employee or contractor), you should clearly document ownership and permitted use. Depending on the situation, that might include an IP Assignment to ensure your business actually owns (or has the rights it needs to use) what it paid for.
Without clear IP terms, you can end up in a frustrating position where you’ve paid for work, built it into your business, and later discover you don’t have the rights you thought you had.
Restraints: Non-Competes Need To Be Reasonable
Many business owners ask whether they can “ban” an employee or contractor from doing side work.
In practice, broad bans are risky. Restraint clauses (including non-competes) need to be reasonable and tailored to protect legitimate business interests (like confidential information, customer relationships, and goodwill).
If you want a restraint in place, it’s worth getting it drafted properly so it matches your real risks and has the best chance of being enforceable. This is often done through a Non-Compete Agreement or carefully drafted restraint clauses within your core contract documents.
Getting The Paperwork Right: Contracts, Policies, And Practical Steps
If you’re managing workers who are employed and self-employed at the same time, “good intentions” aren’t enough. You need clear documentation and clean processes that match how work happens day-to-day.
Here are practical steps that help small businesses stay protected.
1) Use The Right Agreement For The Right Relationship
Start with the basics:
- If they’re your employee, use a properly drafted Employment Contract.
- If they’re genuinely a contractor, use a tailored Contractors Agreement.
Avoid trying to “merge” the arrangements into something vague. If you truly need two different relationships with the same person, make sure each scope is clearly separated (including pay, deliverables, reporting, and how disputes are handled).
2) Clearly Define Scope (And Keep It Updated)
Scope creep causes legal creep.
To keep things clean, your documents should spell out:
- what work is included;
- what work is excluded (and requires a separate quote or agreement);
- who provides tools, systems, and materials;
- timeframes and acceptance criteria; and
- how changes are approved.
This matters even more when a contractor is also employed elsewhere - you don’t want delivery delays to turn into arguments about expectations.
3) Put Boundaries Around Time, Resources, And Performance
From your perspective as the business owner, the practical issues are often:
- Are they doing side work during your paid hours?
- Are they using your equipment, software licences, client lists, or templates?
- Is the side hustle impacting performance, attendance, or quality?
You can manage these risks without being heavy-handed. A good approach is:
- set clear rules on use of business resources;
- require disclosure of potential conflicts;
- measure performance against objective deliverables; and
- document issues early so they don’t become personal disputes later.
4) Watch Your Privacy Obligations
If your worker is self-employed on the side, they may also collect personal information for their own business (separate to yours). That’s fine - but from your end, you need to make sure your customer and staff data is protected.
Under the Privacy Act 2020, businesses need to handle personal information responsibly. If you collect customer data online or through normal operations, having a clear Privacy Policy is a simple but important part of your compliance foundations.
You should also think about internal access controls (for example, does this worker really need access to your full CRM if they also run a competing service?).
5) Don’t Forget Consumer Law If They Represent Your Business
If a contractor (or an employee with a side hustle) is communicating with your customers on your behalf, your business is still responsible for what is said and promised. Exactly which rules apply will depend on what you sell (and whether your customers are consumers or other businesses), but it’s still important to set clear guardrails around customer communications.
That means you should ensure anyone representing you understands your obligations under laws like the Fair Trading Act 1986 (misleading or deceptive conduct) and, where relevant, the Consumer Guarantees Act 1993.
A quick internal checklist (plus well-drafted terms, scripts, or training) can prevent costly misunderstandings.
6) Build A “Side Business” Process Into Onboarding
Here’s a simple process many small businesses adopt:
- Step 1: Ask during onboarding whether the worker has any side business, and whether it overlaps with your industry.
- Step 2: Require written disclosure if anything changes (for example, they start offering a new service).
- Step 3: Confirm the boundaries in writing (confidentiality, customers, time, resources, IP).
- Step 4: Review the arrangement if the business grows (for example, if your employee becomes a contractor for you full-time, or if their side hustle starts competing).
This doesn’t need to be complicated - it just needs to be consistent and documented.
Key Takeaways
- It’s generally possible for someone to be employed and self-employed at the same time in NZ, but businesses need to manage the arrangement carefully.
- The biggest legal risk is misclassifying a worker as a contractor when they’re really an employee, which can expose you to employment entitlement claims.
- Even when classification is correct, side businesses can create conflicts of interest, confidentiality breaches, and messy IP disputes if boundaries aren’t clear.
- Strong written documents matter - use a tailored Employment Contract and/or Contractors Agreement, and consider policies for conflicts and confidentiality.
- Make sure your approach is also practical: manage access to customer data, control use of business resources, and keep scope and expectations clear.
- Getting advice early is usually cheaper and easier than trying to fix a relationship after a dispute has already started.
Note: This article is general information only and isn’t tax, accounting or financial advice. Tax and withholding obligations can vary depending on the person, the work, and how the arrangement is structured - consider getting advice from a qualified tax professional for your specific situation.
If you’d like help setting up the right contracts and protections for workers who are employed and self-employed at the same time, we’re here to help. You can reach us at 0800 002 184 or team@sprintlaw.co.nz for a free, no-obligations chat.


