Why this matters
If you treat someone as a freelancer when they're really an employee or worker, the consequences hit from two directions at once.
HMRC can come after you for back-dated PAYE, employer NICs and penalties of up to 100% of unpaid tax if the failure looks deliberate. On the employment law side, you face claims for holiday pay, sick pay, pension auto-enrolment, redundancy and unfair dismissal — none of which you budgeted for.
IR35 and the wider employment-status rules exist to catch exactly this: situations where someone looks and feels like staff but carries a "contractor" label.
Here are five practical signs that the line has blurred — and one thing you can do about each, this week.
Sign 1 — You control their day like an employee
True freelancers control how they work. You set the outcome and the deadline; they decide the method, the hours and the location.
Red flags:
- You tell them to be online 9–5, Monday to Friday.
- They sit in your office every day using your laptop.
- You direct tasks step by step and manage their workload like any other team member.
Real example: A "freelance" developer works on a rolling engagement. He's in the office five days a week, attends daily stand-ups, reports to the CTO and uses a company laptop. On paper he's a contractor. In practice he's treated identically to every other employee.
What to do this week: Shift your focus from hours to results. Remove default "set hours" and only specify attendance when it genuinely matters — for example a client workshop. For new engagements, use a Contractor Agreement and Schedule of Services that sets outcomes and deadlines but leaves day-to-day methods to the contractor.
Sign 2 — You'd never accept a substitute
The right to send a suitable substitute is one of the strongest indicators of genuine self-employment — but only if it's real and exercisable.
Red flags:
- You hired this person and would refuse anyone else.
- The contract includes a substitution clause, but you've made clear you'd never actually allow it.
- If they were ill or double-booked, the work would simply stop.
Real example: A consultant's contract says they can substitute, but when they once suggested a colleague covering a workshop, the client replied: "Absolutely not — we're paying for you." Over several years, no substitution was ever permitted.
What to do this week: Check your current contracts — is the substitution right genuine? Ask yourself honestly: would we accept a suitable stand-in? If the answer is no, you're edging towards employment territory. For future engagements, make sure your contracts and your actual behaviour line up.
Sign 3 — They've become part of the furniture
Independent contractors should look like an external business, not an extra employee without benefits.
Red flags:
- They have a company email address, a job title and appear on your org chart.
- They attend all-hands meetings, team socials and mandatory training as a matter of course.
- Clients and colleagues refer to them as "part of the team" and would assume they're on the payroll.
In Uber, Addison Lee and Pimlico Plumbers, tribunals looked at exactly this — how integrated the individual was into the business — and found worker or employee status despite "self-employed" labels.
What to do this week: Audit your current freelancers. How many have company emails, titles or access to staff benefits? Strip back unnecessary integration: give them what they need to deliver, but stop treating them as core staff by default. Brief your managers: treat freelancers like suppliers, not team members — especially when it comes to appraisals, perks and social expectations.
Sign 4 — There's always more work and they always say yes
Courts and HMRC look at whether there's an ongoing obligation on you to offer work and on them to accept it. This is called mutuality of obligation, and it's a hallmark of employment.
Red flags:
- The "freelancer" has been on back-to-back contracts for years doing the same work.
- You feel obliged to "find something for them to do" when a project ends.
- They would be genuinely shocked if you didn't renew — it would feel like being made redundant.
Real example: A bookkeeper has worked for a small business for three years. Every quarter, the "contract" renews automatically. She does the same work every month, has no other clients and relies entirely on this income.
What to do this week: List any freelancers who have been with you 18 months or more on continuous or rolling engagements. Ask: is this really still a project, or is it an ongoing role? For genuine projects, use a clear start and end date in the Schedule of Services. For ongoing core roles, seriously consider converting to employment.
Sign 5 — They don't look like a business in their own right
Genuine freelancers usually run a business on their own account. They have multiple clients, carry insurance, bear financial risk and invoice you rather than appearing on your payroll.
Red flags:
- They only work for you and have done so for a long time.
- You provide all their tools and equipment.
- They're paid a fixed monthly amount that looks a lot like a salary.
- They have no website, no other clients and no insurance.
What to do this week: For key freelancers, ask simple, non-confrontational questions: "Do you work with other clients?" "Do you carry business insurance?" Then tighten your onboarding process: request evidence of insurance, note whether they have other clients, and keep those records on file alongside the contract.
What to do if these signs ring true
If you've read this and thought "that's us," you're not alone. Most misclassification is accidental — but HMRC and tribunals are becoming less forgiving.
Three steps to take now:
Audit your current freelancers. Use these five signs and mark each one green, amber or red. Pay particular attention to long-term, full-time, core-role contractors.
Get your paperwork in order. Put proper Contractor Agreements and Schedules of Services in place. Make sure the contracts match reality, not a fictional version of how you wish things worked.
Align your working practices. Brief managers to treat freelancers like suppliers. Use a structured IR35 / employment-status checklist before onboarding new contractors and when renewing existing ones.
Want the templates and tools to fix this properly? Download our free 5 Signs Guide and take a look at the Contractor Agreement Pack — contracts, Schedule template, IR35 checklist and guidance in one place.
Related Templates for Contractors
Engaging freelancers? Get our Contractor Agreement Pack – contractor agreements, IR35 checklist and managers' guidance for UK businesses.