Common Self Assessment Mistakes to Avoid
Self Assessment is rarely difficult because the maths is complex. For most UK taxpayers, it’s difficult because it’s fiddly. There are lots of small rules to remember, strict deadlines that don’t bend, and a handful of traps that only tend to appear when you’re already busy, stressed, or short on cash in January.
Every year, HMRC issues millions of late filing penalties and interest charges, many of which could have been avoided with a bit of forward planning and a clearer understanding of how Self Assessment actually works. In fact, HMRC’s own guidance confirms that most errors come from missed deadlines, incorrect figures, or misunderstandings around what income needs to be declared rather than deliberate non-compliance.
This guide breaks down the most common Self Assessment mistakes UK taxpayers make, explains what they can cost you in penalties, interest, or lost tax relief, and shows you how to avoid them. It’s written specifically for:
- Sole traders and freelancers
- Landlords with rental income
- Company directors with dividends or untaxed income
- Anyone earning side income alongside PAYE employment
We’ve also included practical tips used by professional accountants, links to official HMRC resources, and simple checks you can run before submitting your return. Whether you complete your own tax return or use an accountant, understanding these common mistakes will help you stay compliant, reduce stress, and avoid paying more tax than you need to.
For reference, HMRC’s official overview of who needs to file a return can be found here:
https://www.gov.uk/self-assessment-tax-returns/who-must-send-a-tax-return
If you’re filing for the first time or returning after a gap, many of these issues are especially easy to miss, which is why getting the basics right early makes a significant difference later on.
The deadline basics (where most problems start)
If there’s one area where Self Assessment regularly goes wrong, it’s deadlines. Get these wrong and everything else becomes more stressful, more expensive, and harder to fix. HMRC operates a strict, automated penalty system, which means missing a deadline almost always triggers a fine, even if you don’t owe any tax.
Here are the key dates every UK Self Assessment taxpayer needs to understand.
Registering for Self Assessment (first-time filers)
If you’re filing a Self Assessment tax return for the first time, you must register with HMRC by 5 October following the end of the tax year you need to report.
Failing to register on time can lead to penalties and makes it harder to file accurately because you won’t receive your Unique Taxpayer Reference (UTR) in time.
Official HMRC guidance on registering can be found here: https://www.gov.uk/register-for-self-assessment
Paper tax return deadline
If you still submit a paper tax return, the deadline is usually 31 October following the end of the tax year.
Paper filing is now relatively rare and leaves less room for error or delay. Miss this deadline and you’ll automatically need to file online instead, assuming you still have time to do so.
HMRC paper filing deadlines are explained here: https://www.gov.uk/self-assessment-tax-returns/deadlines
Online tax return deadline
For most people, the key date is 31 January. This is the deadline for submitting your online Self Assessment tax return.
Miss this deadline and HMRC will issue an immediate £100 late filing penalty, even if:
- You don’t owe any tax
- You’re due a refund
- You plan to pay the tax shortly afterwards
Penalties increase the longer the return remains outstanding, which is why filing on time matters even if payment is difficult.
Payment deadlines
In most cases, tax payments are due on:
- 31 January – your balancing payment for the previous tax year, plus your first payment on account (if applicable)
- 31 July – your second payment on account
Payments on account apply to many sole traders, landlords, and others with untaxed income. They regularly catch people out because they effectively require paying tax in advance for the current year.
HMRC’s guidance on payment deadlines and payments on account can be found here: https://www.gov.uk/understand-self-assessment-bill/payments-on-account
Why missing deadlines is so costly
Miss the filing deadline and penalties apply even if no tax is due. Miss the payment deadline and interest is added daily until the balance is cleared. Leave it long enough and additional late payment penalties can apply on top.
Practical tip: experienced accountants rarely wait until January. Filing early gives you time to spot errors, plan for payments, and arrange a Time to Pay agreement with HMRC if cash flow is tight.
1) Registering too late (or assuming HMRC will “tell you”)
The mistake
You have income that isn’t fully taxed through PAYE, such as self-employment profits, rental income, dividends, or side income, and assume HMRC will automatically contact you and tell you what to do.
This is one of the most common first-time Self Assessment errors. HMRC does not proactively monitor your bank account or notify you just because you start earning untaxed income. The responsibility to register sits entirely with you.
Why it hurts
If you fail to register for Self Assessment on time, HMRC can charge penalties for late notification, even if you intended to file and pay eventually. Late registration also causes practical problems, including:
- Delays receiving your Unique Taxpayer Reference (UTR)
- Problems setting up an online Government Gateway account
- Being forced into a rushed January filing
- Less time to budget for the tax bill
In busy periods, UTRs can take several weeks to arrive, which means leaving registration too late can make it impossible to file by the deadline without stress or risk.
How to avoid it
If it’s your first time needing to complete a Self Assessment tax return, register with HMRC as soon as you know you have untaxed income.
You must normally register by 5 October following the end of the tax year in which the income was earned, but there’s no benefit to waiting until that date. Earlier registration gives you time to:
- Receive your UTR
- Set up online filing access
- Understand what income needs declaring
- Plan for any tax due
HMRC’s official registration guidance is available here: https://www.gov.uk/register-for-self-assessment
Practical tip: if you’ve had untaxed income for more than one tax year and haven’t registered yet, it’s usually better to come forward voluntarily. HMRC is generally more lenient where taxpayers disclose errors themselves rather than waiting to be chased.
2) Missing income sources that don’t feel like “income”
The mistake
Many people only report their “main” source of income, such as self-employment profits, and accidentally overlook smaller or irregular income streams. This usually isn’t deliberate. It happens because certain types of income don’t feel like earnings in the traditional sense, especially if the money arrives sporadically or through different platforms.
From HMRC’s perspective, if it’s taxable and not fully dealt with through PAYE, it generally needs to be declared.
Common income sources people miss
- Rental income, including occasional lets, lodger income, or short-term property rentals
- Dividends from shares or funds outside tax-free allowances
- Savings interest from bank accounts and building societies
- Freelance or contract work done alongside employment
- Overseas income, even if tax was paid abroad
- Capital gains, including disposals of shares, crypto assets, or property
With the rise of side hustles, investment apps, and digital platforms, this mistake has become more common. HMRC increasingly receives data directly from banks, platforms, and overseas tax authorities, which means omissions are easier for them to spot after the fact.
Why it hurts
Missing income can result in:
- HMRC enquiries or compliance checks
- Backdated tax bills with interest
- Penalties based on the perceived behaviour behind the error
- Stress and time spent correcting past returns
Even small amounts can cause problems if HMRC believes the omission was careless or repeated.
How to avoid it
Before you start your tax return, build a simple “income sweep” list and use it as a checklist.
A good approach is to review:
- Your bank statements for the full tax year
- Dividend and interest statements from investment platforms
- Rental income records and letting agent statements
- Crypto and share trading histories
- Any overseas income summaries
HMRC’s guidance on what income needs to be declared is available here: https://www.gov.uk/income-tax
For capital gains specifically, HMRC provides detailed guidance here: https://www.gov.uk/capital-gains-tax
Practical tip: if you’re unsure whether something counts as taxable income, make a note of it anyway and check. It’s far easier to include something unnecessarily and remove it than to explain why it was left out later.
3) Mixing personal and business transactions (then guessing)
The mistake
Using one bank account for everything and then trying to separate business and personal transactions at the end of the tax year. When January arrives, many people end up scrolling through statements and relying on memory to decide what was business-related and what wasn’t.
This approach almost always leads to errors, even with the best intentions.
Why it hurts
When personal and business spending is mixed together, one of two things usually happens:
- You underclaim allowable expenses and overpay tax because you’re unsure what you can safely include
- You overclaim expenses that aren’t wholly and exclusively for business, increasing the risk of an HMRC enquiry and penalties
HMRC expects business records to be clear, accurate, and supported by evidence. Guessing, rounding figures, or using estimates without a reasonable basis can be flagged during a compliance check.
HMRC’s record-keeping requirements are outlined here: https://www.gov.uk/self-employed-records
How to avoid it
The simplest way to avoid this mistake is to separate your finances as early as possible.
- Use a dedicated business bank account, even if you’re a sole trader. This creates a clear audit trail and makes your records far easier to manage.
- Run a monthly mini-reconciliation. Spend 20 minutes each month labelling key transactions while they’re still fresh in your mind.
If you use accounting software, regular reviews also help spot missing income, duplicated expenses, or unusual transactions long before the tax return is due.
Practical tip: many business bank accounts now integrate directly with accounting software, automatically categorising transactions and attaching digital records. This not only saves time but significantly reduces the risk of errors at year end.
4) Claiming expenses that aren’t “wholly and exclusively” for business
The mistake
Claiming personal costs as business expenses simply because they are loosely connected to work. This often includes everyday clothing, normal commuting costs, or household bills claimed in full without any business-use calculation.
HMRC’s rule is clear: for an expense to be allowable, it must be incurred wholly and exclusively for business purposes. If there is a personal element, you usually need to apportion the cost or exclude it entirely.
Why it hurts
Overclaiming expenses is one of the most common triggers for HMRC enquiries. If HMRC decides an expense was not allowable, they can:
- Disallow the expense and increase your tax bill
- Charge interest on the underpaid tax
- Apply penalties if the claim is considered careless or deliberate
Even where the amounts are relatively small, repeated incorrect claims can raise red flags.
Common examples that cause problems
- Everyday clothing that is suitable for normal wear
- Normal commuting between home and a regular place of work
- Personal mobile phone or broadband bills claimed in full
- Meals that are not part of qualifying business travel
How to avoid it
Stick to clearly allowable expense categories and keep evidence to support your claims.
Where an expense has both personal and business use, only claim the business portion and ensure the basis of your calculation is reasonable and consistent.
HMRC’s official overview of allowable expenses is an essential reference point: https://www.gov.uk/expenses-if-youre-self-employed
Practical tip: if you’re unsure whether an expense is allowable, assume HMRC will ask you to justify it. If you can’t clearly explain why it is wholly and exclusively for business, it’s usually safer not to claim it or to seek professional advice first.
5) Underclaiming expenses (paying more tax than you need to)
The mistake
While overclaiming gets more attention, underclaiming expenses is just as common. Many taxpayers go too cautious, forget legitimate costs, or leave expenses out altogether because they’re unsure what’s allowed.
The result is simple: you end up paying more tax than you legally need to.
Expenses that are often missed
- Software subscriptions used for business, such as accounting, design, CRM, or productivity tools
- Business use of phone and internet, where a reasonable proportion can be claimed
- Professional fees, including accountants, bookkeepers, business insurance, and legal advice
- Use of home as an office, where household costs can be apportioned
- Mileage or vehicle costs, where travel is wholly for business purposes
These costs can add up significantly over a tax year, particularly for freelancers, consultants, and home-based businesses.
Why it hurts
Underclaiming expenses inflates your taxable profit, which can push you into a higher tax band, increase National Insurance contributions, and affect payments on account for the following year.
Once a return is filed, correcting missed expenses usually means amending the return or waiting for the next tax year, both of which take time and effort.
How to avoid it
Review your expenses methodically and make sure you’re claiming everything you’re entitled to.
If calculating exact proportions feels complicated, consider using HMRC’s simplified expenses. These flat-rate methods cover areas such as:
- Use of home for business
- Business mileage
- Business use of vehicles
Simplified expenses can be easier to manage and still provide a fair deduction, particularly for smaller or straightforward businesses.
HMRC’s guidance on simplified expenses is available here: https://www.gov.uk/simplified-expenses
Practical tip: keep a running list of regular business costs throughout the year. Reviewing this list monthly helps ensure nothing is forgotten when it comes to completing your tax return.










