For UK sole traders
Windfall tracks your expenses at the point of purchase. It classifies each one against HMRC guidance, shows its reasoning, and gives you a year-end record you can stand behind.
No credit card required · Free for 30 days

Why this keeps happening
Most sole traders structure their expenses around the year-end deadline. But memory for context degrades within hours of a purchase, not months. By the time you sit down to sort everything out, the information you need to make confident decisions is already gone.
HMRC's guidance on allowable expenses isn't written for someone making a decision at a till. It's written in categories, with caveats, for people who already understand the framework. Most contractors either avoid ambiguous expenses entirely or guess, and worry they've guessed wrong. Both approaches are expensive.
Windfall is designed around a different moment. Photograph the receipt when it happens. The AI reads it, classifies it against HMRC guidance for your work type, explains the reasoning, and asks for your confirmation. The decision is made once, accurately, while the context is live.
Three steps
Open Windfall, photograph the receipt. The AI reads the vendor, amount, and date in seconds. No manual entry.

Every expense is classified against HMRC's allowable expense framework for your work type. The reasoning is shown in plain language — you see why something is claimable, not just that it is. You confirm or adjust.

At year end, export a complete, categorised record — every expense organised by category, ready to file. No reconstruction. No gaps. No hoping you remembered everything.

HMRC allows all of these for sole traders. Most people claim fewer than half.
Windfall knows the eligibility rules for each of these and applies them to your specific circumstances. - we ask you for your profession.
At the 20% basic rate, a single missed home office month can be worth more than the cost of a full year's subscription. The average sole trader who uses Windfall consistently finds enough unclaimed deductions in the first quarter to cover the annual fee several times over. If you're a higher-rate taxpayer, your actual saving will be greater.
Less than the cost of one missed deduction

Built by a sole trader, for sole traders
I spent 28 years in digital design - with many of those years as a contractor. I knew how to build systems for real human behaviour. What I hadn't planned for was spending years applying none of that to my own expenses — tracking what I could in a spreadsheet, and arriving at every year end knowing I'd probably missed things.
Windfall is the tool I needed from day one of contracting. Built around the moment that actually matters, not the deadline that's already too late.
Mark Wu, founder
Full access to every feature. No credit card required.
Everything you need as a sole trader, for less than the cost of one missed deduction.
Full access, billed monthly. Cancel any time.
£59/year works out at £1.13 a week. At 20% tax, one claimed £300 expense saves £60 — the subscription paid for itself. At 40%, you need half that.
There's no sale coming. No discount code. If the problem is real — and you know whether it is — 30 days costs nothing to find out.
No credit card required