Self-employed workers could face double tax deadlines in 2029. Here’s how to prepare

Isobel O'Sullivan
Written By
Published on 2nd November, 2026

HMRC wants self-employed tax paid sooner from April 2029, and the switchover could leave sole traders facing overlapping bills. We asked IPSE how you can prepare.

self-employed tax return

From April 2029, the twice-yearly tax bill is set to disappear for millions of self-employed workers, requiring most sole traders to pay HMRC in smaller, more regular instalments instead, as announced in last week’s Budget.

Crucially, nobody’s tax is going up – it’s just being collected sooner.But the switchover could hurt: in the first year, people may still owe their old bills while also paying the new instalments, which the Office for Budget Responsibility (OBR) forecasts will withdraw £17bn from self-employed taxpayers’ cash balances in 2029-30. 

We spoke to Josh Toovey, Head of Policy and Research, at The Self-Employed Assosciation (IPSE), to find out what’s changing, why it lands at a tricky time for the self-employed, and what you can do now to prepare.

At the moment, many self-employed people make “payments on account”, which are advance payments towards their next tax bill, normally due on 31 January and 31 July. 

From April 2029, taxpayers who make payments on account will be required to make smaller, more regular payments during the tax year in which they earn the income. The Government says the change will modernise the system, which is 30 years old, while HMRC points to payment punctuality, with around one in five self-assessment bills currently being paid late. 

Josh Toovey, Head of Policy & Research at IPSE, the self-employed association, explains what that means in practice:

As Toovey points out, it hasn’t been ironed out. Potential options include monthly or quarterly instalments, followed by a final adjustment once your return is filed. Those who also earn through PAYE are expected to pay through PAYE from 6 April 2029. 

The change arrives as many self-employed people are feeling the pinch. Our own research found that over a third of founders earn close to minimum wage, and while the Budget gave rates relief to pubs and shops and a tax break to founders who sell up, costs like employer NI, VAT and energy bills stayed put. 

Against that backdrop, the transition year could be the toughest. From April 2029, taxpayers would have to settle what they still owe for earlier tax years while also making payments towards the current one. The Office for Budget Responsibility (OBR) forecasts that this overlap will take £17bn out of self-employed taxpayers’ cash balances in 2029-30. 

Toovey from the IPSE explains what this gap between payments could mean in practical terms:

There’s an upside, though. Smaller, regular payments could help some taxpayers to budget, and mean fewer nasty surprises in January. However, that only works if your income is steady enough to meet them. 

If you’re new to all this, learn how to register as a sole trader. For everyone else, the change is still more than two years away, which leaves time to build a buffer. Here’s where to start. 

Written By

Isobel O'Sullivan

Isobel O’Sullivan is a News Editor at Startups.co.uk with over five years of experience covering business and technology news. Since studying Digital Anthropology at University College London, she’s written for Tech.co, Expert Market, and Eco Experts, using her expertise to distil complex topics, and has had her work linked to in leading publications like the Financial Times and The Guardian.

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