Making Tax Digital for Income Tax: what I found looking for software
Posted: 09 Sep 2026 21:39
A while back I posted about wasting a load of time on accounting software, ending up on Clear Books, and then finding two months later that the Lloyds bank feed still did not work. This is the follow up to that. I have gone back and looked at pretty much everything on the market for a sole trader with two businesses, and this is the full write up: what I looked at, what each one cannot do, what it costs, and where I ended up.
It is long, because the answers are scattered across a dozen vendor sites and half of them are wrong. Writing it up mainly so I do not have to work it all out twice. If anyone else is a sole trader staring down MTD, this might save you an evening or several.
Why I'm looking at this now
I run two separate sole trades. Under Making Tax Digital for Income Tax, that means separate digital records and a separate quarterly update to HMRC for each one, so eight submissions a year instead of four, plus one final declaration at the end that replaces the old SA100.
I probably have until April 2028 before this actually applies to me, so there is no rush. I would rather sort it out quietly in the background now than discover the problem the week it starts.
The reason I care at all is that I do not want to be doing this by hand every three months. At the moment I export bank and credit card statements, run them through a script that splits everything between the two businesses, and untangle the marketplace transactions manually because the card statement just shows a transaction number with nothing to say what it was for. Doing that once a year in January is tolerable. Doing it four times a year, remembering to download everything, upload it, run the script and tick the boxes, is exactly the sort of recurring faff I want automated away.
What I actually want is simple. One bank feed that pulls itself in, one list where I click which business each transaction belongs to, rules that handle the predictable stuff on their own, and a button that files the quarterly updates. That is it. No invoicing, no VAT, no payroll.
Turns out that "one list, tick which business" is the hard part.
The rules, for anyone who has not read up on it yet
A few things worth knowing before you look at any software at all.
Qualifying income is gross turnover before expenses, not profit, and it combines every sole trade plus any property income. Two businesses at £15,000 each is £30,000 for threshold purposes, not two lots of £15,000.
The thresholds are over £50,000 from April 2026, over £30,000 from April 2027, and over £20,000 from April 2028. HMRC decides your start date from the tax return two years earlier, not from what you are earning now. So income going up next year does not drag you in next year.
VAT registration has nothing to do with it. They are separate regimes entirely, which took me a moment to get straight.
Quarterly updates are cumulative year to date, not four separate snapshots. Each one supersedes the last, so anything you get wrong or miss in one quarter gets swept up automatically in the next. HMRC's own line is that errors are corrected in the next update rather than amended. Only the final declaration has to be right. There are also no penalty points for late quarterly updates in your first mandated year.
Spreadsheets are still allowed. You keep records in a sheet and use bridging software to file, as long as there is a digital link and you are not retyping figures into a web form by hand.
Software I looked at and why most of it does not work
The thing that kills nearly everything is two sole trades. Almost every product is built for one trade, or for one trade plus a rental property, which is the common case. Two trades is the awkward one.
Sage Sole Trader. Free, HMRC recognised. Sage's own support say it is designed for one income stream and a second trade needs a second subscription. Out.
FreeAgent. Free if you bank with NatWest, RBS, Ulster or Mettle. Their own documentation says multiple self-employments need a separate FreeAgent account each. Out.
Clear Books. This was the near miss. The free plan is genuinely free forever, HMRC recognised, covers quarterly updates and the year end return with no upgrade wall at filing time, and includes bank feeds. You can run multiple businesses under one login. The problem is that each business is a completely separate set of books. With one bank account feeding both, their support's own answer is to link the same feed into both businesses, explain the relevant transactions in each, and mark the other business's transactions as personal so the balances still reconcile. That is going down the same transaction list twice. Free, but double the clicking, which is the precise thing I am trying to avoid. Also worth noting their auto-categorisation is a paid feature, not free.
I also have history here. I signed up to Clear Books the first time round and the Lloyds bank feed never worked. Two months on it was still broken, and their own community thread about the Lloyds outage was still sitting there unfixed. That is what sent me back to square one and started this whole second round of investigation.
It also raises the thing that actually worries me about all of this. Picture explaining to HMRC that your submissions are late because the software could not talk to your bank. It is not the software company that gets the penalty, it is me. Handing a legal obligation to a third party's flaky integration and then carrying the risk personally is a rotten arrangement, and nobody involved seems especially bothered about it.
For what it is worth, I have since learned that the fallback saves you here. Every one of these products accepts a CSV statement import, so a dead feed means you go back to exporting by hand for a quarter rather than missing a deadline. Combine that with the cumulative nature of quarterly updates and the no penalty points grace period in your first mandated year, and it is less catastrophic than it looks. Still not a reason to pick software with a feed that does not work.
QuickFile. Free under 1,000 ledger entries a year, £60 plus VAT after that. The MTD Income Tax module needs a Power User subscription at £60 plus VAT regardless of size, and bank feeds are £15 plus VAT a year. Lloyds is listed as supported for current accounts, savings and credit cards, and they publish a live open banking coverage dashboard and a system status page, which is more honesty than most manage. The killer is that their nominal mapping screen only offers self-employment and UK property, and their staff confirmed one account handles self employment plus property. Nothing suggests two sole trades in one account, which would mean two accounts and roughly £150 plus VAT.
FreshBooks. Has a genuine multi-business feature under one login, but their own help says each new business gets its own 30 day trial, which points at separate billing. I also could not confirm it files MTD for Income Tax itself, and the route being marketed is exporting a CSV into a separate bridging tool. Two products and two subscriptions is the worst of both worlds.
Coconut. Bridging tier at £49.99 a year, but the year end declaration is another £49.99 on top, so about £100 for full compliance with no bank feed. Full filing tier is £129.99 a year with feeds and categorisation. It advertises multiple businesses and income sources, which may well mean what I want, but I could never confirm whether that means two self-employments or the usual trade plus property, nor whether the transaction screen actually offers a per-business tick.
Bank provided tools. Starling launched a free MTD for Income Tax tool built into its sole trader accounts in March. Tide has a free integrated one. NatWest and friends give away FreeAgent. Zempler gives two years of Coconut. All free, all one trade per account, so switching banks solves nothing unless you open two accounts. Lloyds, incidentally, offers nothing of the sort. Their call centre reportedly tells people they only support QuickBooks and Sage, which is nonsense, since open banking access is a regulatory obligation and not a partnership list.
Do it yourself. Worth mentioning because it was the closest thing to a proper solution. GoCardless Bank Account Data, formerly Nordigen, has a genuinely free tier: 50 requisitions a month, 720 days of history, refresh up to four times a day, and it is a licensed AISP. It returns clean JSON per transaction, so you could feed it straight into your own script and then use a cheap bridging tool to file. Actual Budget documents the GoCardless connection officially if you would rather not write the connector. Total cost around £100 a year and you keep your own pipeline. Very tempting for about ten minutes, until I remembered that the whole point was to stop maintaining a pipeline.
The one that fits
Xero, on the Simple plan, at £7 a month excluding VAT. About £101 a year. More than free, which grates, but it is the only thing I found that does the job in one pass instead of two.
The mechanism is tracking categories. One organisation, one bank feed, one reconcile list, and each transaction gets tagged to a business. Xero publish a guide specifically called "Managing multiple MTD for Income Tax businesses or taxpayers with one Xero subscription", which opens by saying it is for people running more than one sole trade. Their support confirmed up to five businesses in one organisation, and that Xero then files separate quarterly updates per business.
Better still, bank rules can set a tracking category automatically, and a rule can be scoped to a single bank account. One of my accounts is used solely for one of the businesses, so that entire account can be tagged by one rule with no conditions at all and never touched again. Personal Lloyds current accounts and personal credit cards are both supported for automatic feeds, at no extra charge, which was the last practical worry.
The caveats, and there are some.
Assigning a tracking category is not enforced, so an untagged transaction silently goes nowhere. Given quarterly updates are cumulative it self-corrects next quarter, but your in-year tax estimate will be optimistic until you tidy up. A filter for unassigned items before submitting deals with it in a minute.
Marketplace purchases still have to be sorted by hand. Rules match on the merchant description and every one of those lines looks identical, so no product on earth solves that. It goes in a review pile, which is what I do now anyway.
Xero has form for putting prices up. Between two versions of the pricing page during this very investigation, Ignite went from £16 to £18, Grow from £37 to £39, Comprehensive from £50 to £55 and Ultimate from £65 to £70. Simple held at £7, for now. Reviews also flag rigid billing and refused refunds, so be deliberate about cancelling if you ever leave.
Reviews overall are 4.4 out of 5 with customer service at 4.0. Ease of use, bank feeds and transaction matching get consistent praise. The rebuilt invoicing system gets consistently slated, though I do not invoice so I do not care.
The support experience, which deserves its own section
This was the genuinely infuriating part.
Xero has no inbound phone number. They dropped email support in January 2019, and emailing now just gets an auto reply telling you to log in. Their contact page has one published address and it is for job applicants. Every route for a prospective customer says the same thing: register for a login first, then raise a case.
So you cannot ask a pre-sales question without becoming a user. You cannot find out what you are buying without buying it, or at least handing over your details. Xero Central discussions are behind the login too, so you cannot even read what other people have asked.
There is no "create account" link either. Every button says Buy now or Get one month free, so a page that is actually a free signup reads like a checkout. I only found the signup URL by digging through the page source.
And when you finally get in, you land at an AI chatbot.
Which then gave me confidently wrong information, twice.
It told me the Simple plan is "formerly the Starter plan". It is not. Starter was retired in September 2024 and replaced by Ignite. Simple is a separate, newer plan added below Ignite.
Having invented that, it then told me the Simple plan has a limit of 20 bank transactions a month for reconciliation, and suggested I would need to upgrade to Grow or Comprehensive. That is three layers of wrong. The 20 transaction limit belonged to the old Starter plan, Xero removed it on 14 September 2020 as announced by a Xero admin on their own community board, and Starter has not existed since 2024.
If I had taken that at face value I would either have walked away from the only product that fits, or been upsold from £7 a month to £39. Asked the same question directly a few messages later, it said the documentation does not specify any limit, which is the correct answer. It also, to be fair, declined to bluff on a couple of questions it could not answer, which is more than some humans manage.
The lesson is to check anything a support bot tells you about pricing tiers against the vendor's own pricing page and their community boards, because the boards are where the actual answers live. Xero's Product Ideas board is public without a login and was where several of the useful confirmations came from. If people are still requesting a feature there, it generally is not shipped yet.
Getting escalated to a human was possible in the end. You just have to ask for one directly, then send numbered questions, because a ticket reply will typically answer point one and ignore the rest.
The bit that annoys me most
I now have to pay to submit a tax return that was free before.
That is the part I cannot get past. There are free options, and one of them would probably do the job. But free means the quarterly farce: download PDF statements, get them onto the server, convert them, convert them again to CSV, work through everything, upload the results. Once a year that was tolerable. Four times a year, times two businesses, it is not.
Here is what I already have. Scripts on my own server that take my downloaded statements and give me a list where I tick which business each item belongs to. It works out the totals, and those totals go onto the paper return. That system replaced something considerably worse. Years back, working through the lot took me and a family member the best part of two weeks. Getting AI to do the heavy lifting brought it down to about two days.
And now the whole thing gets ripped up again because of digital tax.
Eight quarterly submissions, plus two year end returns. For a one man band. That is not modernisation, that is just more work handed to the person who was already doing it.
So my choice is: pay roughly £100 a year to automate it properly, or keep the money and accept an ongoing manual grind four times a year forever. If I am going to be forced to redesign how I do my tax anyway, I want to come out of it with something easier than I had, not harder. That means paying. It is not a great deal but it is the least bad one.
What really takes the biscuit is that the threshold runs on gross income before expenses. My money in and out is fairly high, my actual profit is not much at all. So I get dragged into all of this on the strength of turnover that mostly goes straight back out again. In other words, I am paying money out for the privilege of telling HMRC how little I made.
More cost, more time, more hoops, no benefit to me whatsoever. Whoever signed this off wants a good slap round the back of the head. It is time and effort that could be spent on almost anything more useful, which at this point includes staring at a wall.
And while I am at it
This is not really about accounting software any more, but it is all part of the same picture.
I am just about sick to death of trying to run a business in 2026.
It is not one thing, it is all of it at once. Cost of living has everyone watching every penny, which drives sales down before anything else even happens. Then there was the EU regulatory nonsense, which cost me months of my life and a pile of money to deal with, and the upshot is I lost the EU market anyway. Store sales have been more or less at rock bottom since, with the odd sporadic spike that is nice while it lasts and then gone again.
On top of that there are ongoing problems with PCB suppliers, parts that are difficult or impossible to get hold of, and the whole tariff circus between the US and China rippling through everything I try to buy. Every direction I look there is another obstacle that did not exist a few years ago.
And now this. More work and more money, purely to tell HMRC what has been going in and out of my bank account four times a year instead of once.
None of it makes anything better. None of it sells a single extra board. It is all just overhead piled on overhead.
Frankly, if I had known years ago that this is where it was all heading, I am not sure I would have started the Atari business at all. It is always the same pattern. Hassle up, expense up, paperwork up. Motivation down, profit down. At some point you look at the graph and wonder what exactly you are still doing it for.
Where I have landed
Xero Simple, about £101 a year, pending one thing I cannot settle by asking anyone: whether the bank connection actually holds. My last attempt at this with different software never would connect, so that is the first thing I will test and everything else waits behind it.
For anyone with one trade and no property, ignore all of the above. Clear Books free will do you perfectly well and costs nothing. For anyone with a trade plus a rental, most of them handle that. It is specifically two sole trades that turns a five minute decision into a fortnight.
Second bit of advice: check the free option before you spend anything, and check it against your actual bank rather than the vendor's list of supported institutions. A feed that will not connect is worse than no feed, because you have paid for it and you are still exporting statements by hand.
Anyway, filed here so that in eighteen months when the deadline is actually looming I can read this instead of doing the whole thing again from scratch. Which, given the state of my filing system, is optimistic of me.
One last thought before I commit to anything
Having written all that down, I am not quite ready to hand over money yet.
Clear Books is one feature away from being the free answer. It already runs two businesses under one login, it is HMRC recognised, and it covers quarterly updates and the year end return at no cost. The only thing wrong with it is that the two businesses are separate sets of books, so with one bank account feeding both you go through the same transaction list twice. All that is really missing is a tag on the transaction saying which business it belongs to, which is precisely what Xero does with tracking categories. Hardly rocket science.
So before I spend anything, I think it is worth giving Clear Books another go. Two reasons.
First, the Lloyds feed. It never worked for me last time, but that was a while ago and open banking connections get rebuilt fairly regularly. It might just work now. If it does not, I have lost an evening rather than a subscription.
Second, and honestly the bigger one for me: Clear Books has an actual support forum where real people answer, and where I can see what everyone else has asked. Xero has an AI chatbot that told me two things that were flatly untrue, including one that would have cost me an extra £32 a month if I had believed it. I cannot stand dealing with these things. Being able to post a question somewhere public and get a human answer, and read the answers other people got, is worth a fair bit on its own.
So the plan is: try Clear Books again first, ask on their forum about the two business setup and whether anything has changed, and see whether the bank feed behaves. If it works and the double handling turns out to be less painful than it sounds, that is nothing a year rather than a hundred. If it does not, Xero Simple is waiting and at least I now know exactly what I would be buying.
Either way I will report back.
It is long, because the answers are scattered across a dozen vendor sites and half of them are wrong. Writing it up mainly so I do not have to work it all out twice. If anyone else is a sole trader staring down MTD, this might save you an evening or several.
Why I'm looking at this now
I run two separate sole trades. Under Making Tax Digital for Income Tax, that means separate digital records and a separate quarterly update to HMRC for each one, so eight submissions a year instead of four, plus one final declaration at the end that replaces the old SA100.
I probably have until April 2028 before this actually applies to me, so there is no rush. I would rather sort it out quietly in the background now than discover the problem the week it starts.
The reason I care at all is that I do not want to be doing this by hand every three months. At the moment I export bank and credit card statements, run them through a script that splits everything between the two businesses, and untangle the marketplace transactions manually because the card statement just shows a transaction number with nothing to say what it was for. Doing that once a year in January is tolerable. Doing it four times a year, remembering to download everything, upload it, run the script and tick the boxes, is exactly the sort of recurring faff I want automated away.
What I actually want is simple. One bank feed that pulls itself in, one list where I click which business each transaction belongs to, rules that handle the predictable stuff on their own, and a button that files the quarterly updates. That is it. No invoicing, no VAT, no payroll.
Turns out that "one list, tick which business" is the hard part.
The rules, for anyone who has not read up on it yet
A few things worth knowing before you look at any software at all.
Qualifying income is gross turnover before expenses, not profit, and it combines every sole trade plus any property income. Two businesses at £15,000 each is £30,000 for threshold purposes, not two lots of £15,000.
The thresholds are over £50,000 from April 2026, over £30,000 from April 2027, and over £20,000 from April 2028. HMRC decides your start date from the tax return two years earlier, not from what you are earning now. So income going up next year does not drag you in next year.
VAT registration has nothing to do with it. They are separate regimes entirely, which took me a moment to get straight.
Quarterly updates are cumulative year to date, not four separate snapshots. Each one supersedes the last, so anything you get wrong or miss in one quarter gets swept up automatically in the next. HMRC's own line is that errors are corrected in the next update rather than amended. Only the final declaration has to be right. There are also no penalty points for late quarterly updates in your first mandated year.
Spreadsheets are still allowed. You keep records in a sheet and use bridging software to file, as long as there is a digital link and you are not retyping figures into a web form by hand.
Software I looked at and why most of it does not work
The thing that kills nearly everything is two sole trades. Almost every product is built for one trade, or for one trade plus a rental property, which is the common case. Two trades is the awkward one.
Sage Sole Trader. Free, HMRC recognised. Sage's own support say it is designed for one income stream and a second trade needs a second subscription. Out.
FreeAgent. Free if you bank with NatWest, RBS, Ulster or Mettle. Their own documentation says multiple self-employments need a separate FreeAgent account each. Out.
Clear Books. This was the near miss. The free plan is genuinely free forever, HMRC recognised, covers quarterly updates and the year end return with no upgrade wall at filing time, and includes bank feeds. You can run multiple businesses under one login. The problem is that each business is a completely separate set of books. With one bank account feeding both, their support's own answer is to link the same feed into both businesses, explain the relevant transactions in each, and mark the other business's transactions as personal so the balances still reconcile. That is going down the same transaction list twice. Free, but double the clicking, which is the precise thing I am trying to avoid. Also worth noting their auto-categorisation is a paid feature, not free.
I also have history here. I signed up to Clear Books the first time round and the Lloyds bank feed never worked. Two months on it was still broken, and their own community thread about the Lloyds outage was still sitting there unfixed. That is what sent me back to square one and started this whole second round of investigation.
It also raises the thing that actually worries me about all of this. Picture explaining to HMRC that your submissions are late because the software could not talk to your bank. It is not the software company that gets the penalty, it is me. Handing a legal obligation to a third party's flaky integration and then carrying the risk personally is a rotten arrangement, and nobody involved seems especially bothered about it.
For what it is worth, I have since learned that the fallback saves you here. Every one of these products accepts a CSV statement import, so a dead feed means you go back to exporting by hand for a quarter rather than missing a deadline. Combine that with the cumulative nature of quarterly updates and the no penalty points grace period in your first mandated year, and it is less catastrophic than it looks. Still not a reason to pick software with a feed that does not work.
QuickFile. Free under 1,000 ledger entries a year, £60 plus VAT after that. The MTD Income Tax module needs a Power User subscription at £60 plus VAT regardless of size, and bank feeds are £15 plus VAT a year. Lloyds is listed as supported for current accounts, savings and credit cards, and they publish a live open banking coverage dashboard and a system status page, which is more honesty than most manage. The killer is that their nominal mapping screen only offers self-employment and UK property, and their staff confirmed one account handles self employment plus property. Nothing suggests two sole trades in one account, which would mean two accounts and roughly £150 plus VAT.
FreshBooks. Has a genuine multi-business feature under one login, but their own help says each new business gets its own 30 day trial, which points at separate billing. I also could not confirm it files MTD for Income Tax itself, and the route being marketed is exporting a CSV into a separate bridging tool. Two products and two subscriptions is the worst of both worlds.
Coconut. Bridging tier at £49.99 a year, but the year end declaration is another £49.99 on top, so about £100 for full compliance with no bank feed. Full filing tier is £129.99 a year with feeds and categorisation. It advertises multiple businesses and income sources, which may well mean what I want, but I could never confirm whether that means two self-employments or the usual trade plus property, nor whether the transaction screen actually offers a per-business tick.
Bank provided tools. Starling launched a free MTD for Income Tax tool built into its sole trader accounts in March. Tide has a free integrated one. NatWest and friends give away FreeAgent. Zempler gives two years of Coconut. All free, all one trade per account, so switching banks solves nothing unless you open two accounts. Lloyds, incidentally, offers nothing of the sort. Their call centre reportedly tells people they only support QuickBooks and Sage, which is nonsense, since open banking access is a regulatory obligation and not a partnership list.
Do it yourself. Worth mentioning because it was the closest thing to a proper solution. GoCardless Bank Account Data, formerly Nordigen, has a genuinely free tier: 50 requisitions a month, 720 days of history, refresh up to four times a day, and it is a licensed AISP. It returns clean JSON per transaction, so you could feed it straight into your own script and then use a cheap bridging tool to file. Actual Budget documents the GoCardless connection officially if you would rather not write the connector. Total cost around £100 a year and you keep your own pipeline. Very tempting for about ten minutes, until I remembered that the whole point was to stop maintaining a pipeline.
The one that fits
Xero, on the Simple plan, at £7 a month excluding VAT. About £101 a year. More than free, which grates, but it is the only thing I found that does the job in one pass instead of two.
The mechanism is tracking categories. One organisation, one bank feed, one reconcile list, and each transaction gets tagged to a business. Xero publish a guide specifically called "Managing multiple MTD for Income Tax businesses or taxpayers with one Xero subscription", which opens by saying it is for people running more than one sole trade. Their support confirmed up to five businesses in one organisation, and that Xero then files separate quarterly updates per business.
Better still, bank rules can set a tracking category automatically, and a rule can be scoped to a single bank account. One of my accounts is used solely for one of the businesses, so that entire account can be tagged by one rule with no conditions at all and never touched again. Personal Lloyds current accounts and personal credit cards are both supported for automatic feeds, at no extra charge, which was the last practical worry.
The caveats, and there are some.
Assigning a tracking category is not enforced, so an untagged transaction silently goes nowhere. Given quarterly updates are cumulative it self-corrects next quarter, but your in-year tax estimate will be optimistic until you tidy up. A filter for unassigned items before submitting deals with it in a minute.
Marketplace purchases still have to be sorted by hand. Rules match on the merchant description and every one of those lines looks identical, so no product on earth solves that. It goes in a review pile, which is what I do now anyway.
Xero has form for putting prices up. Between two versions of the pricing page during this very investigation, Ignite went from £16 to £18, Grow from £37 to £39, Comprehensive from £50 to £55 and Ultimate from £65 to £70. Simple held at £7, for now. Reviews also flag rigid billing and refused refunds, so be deliberate about cancelling if you ever leave.
Reviews overall are 4.4 out of 5 with customer service at 4.0. Ease of use, bank feeds and transaction matching get consistent praise. The rebuilt invoicing system gets consistently slated, though I do not invoice so I do not care.
The support experience, which deserves its own section
This was the genuinely infuriating part.
Xero has no inbound phone number. They dropped email support in January 2019, and emailing now just gets an auto reply telling you to log in. Their contact page has one published address and it is for job applicants. Every route for a prospective customer says the same thing: register for a login first, then raise a case.
So you cannot ask a pre-sales question without becoming a user. You cannot find out what you are buying without buying it, or at least handing over your details. Xero Central discussions are behind the login too, so you cannot even read what other people have asked.
There is no "create account" link either. Every button says Buy now or Get one month free, so a page that is actually a free signup reads like a checkout. I only found the signup URL by digging through the page source.
And when you finally get in, you land at an AI chatbot.
Which then gave me confidently wrong information, twice.
It told me the Simple plan is "formerly the Starter plan". It is not. Starter was retired in September 2024 and replaced by Ignite. Simple is a separate, newer plan added below Ignite.
Having invented that, it then told me the Simple plan has a limit of 20 bank transactions a month for reconciliation, and suggested I would need to upgrade to Grow or Comprehensive. That is three layers of wrong. The 20 transaction limit belonged to the old Starter plan, Xero removed it on 14 September 2020 as announced by a Xero admin on their own community board, and Starter has not existed since 2024.
If I had taken that at face value I would either have walked away from the only product that fits, or been upsold from £7 a month to £39. Asked the same question directly a few messages later, it said the documentation does not specify any limit, which is the correct answer. It also, to be fair, declined to bluff on a couple of questions it could not answer, which is more than some humans manage.
The lesson is to check anything a support bot tells you about pricing tiers against the vendor's own pricing page and their community boards, because the boards are where the actual answers live. Xero's Product Ideas board is public without a login and was where several of the useful confirmations came from. If people are still requesting a feature there, it generally is not shipped yet.
Getting escalated to a human was possible in the end. You just have to ask for one directly, then send numbered questions, because a ticket reply will typically answer point one and ignore the rest.
The bit that annoys me most
I now have to pay to submit a tax return that was free before.
That is the part I cannot get past. There are free options, and one of them would probably do the job. But free means the quarterly farce: download PDF statements, get them onto the server, convert them, convert them again to CSV, work through everything, upload the results. Once a year that was tolerable. Four times a year, times two businesses, it is not.
Here is what I already have. Scripts on my own server that take my downloaded statements and give me a list where I tick which business each item belongs to. It works out the totals, and those totals go onto the paper return. That system replaced something considerably worse. Years back, working through the lot took me and a family member the best part of two weeks. Getting AI to do the heavy lifting brought it down to about two days.
And now the whole thing gets ripped up again because of digital tax.
Eight quarterly submissions, plus two year end returns. For a one man band. That is not modernisation, that is just more work handed to the person who was already doing it.
So my choice is: pay roughly £100 a year to automate it properly, or keep the money and accept an ongoing manual grind four times a year forever. If I am going to be forced to redesign how I do my tax anyway, I want to come out of it with something easier than I had, not harder. That means paying. It is not a great deal but it is the least bad one.
What really takes the biscuit is that the threshold runs on gross income before expenses. My money in and out is fairly high, my actual profit is not much at all. So I get dragged into all of this on the strength of turnover that mostly goes straight back out again. In other words, I am paying money out for the privilege of telling HMRC how little I made.
More cost, more time, more hoops, no benefit to me whatsoever. Whoever signed this off wants a good slap round the back of the head. It is time and effort that could be spent on almost anything more useful, which at this point includes staring at a wall.
And while I am at it
This is not really about accounting software any more, but it is all part of the same picture.
I am just about sick to death of trying to run a business in 2026.
It is not one thing, it is all of it at once. Cost of living has everyone watching every penny, which drives sales down before anything else even happens. Then there was the EU regulatory nonsense, which cost me months of my life and a pile of money to deal with, and the upshot is I lost the EU market anyway. Store sales have been more or less at rock bottom since, with the odd sporadic spike that is nice while it lasts and then gone again.
On top of that there are ongoing problems with PCB suppliers, parts that are difficult or impossible to get hold of, and the whole tariff circus between the US and China rippling through everything I try to buy. Every direction I look there is another obstacle that did not exist a few years ago.
And now this. More work and more money, purely to tell HMRC what has been going in and out of my bank account four times a year instead of once.
None of it makes anything better. None of it sells a single extra board. It is all just overhead piled on overhead.
Frankly, if I had known years ago that this is where it was all heading, I am not sure I would have started the Atari business at all. It is always the same pattern. Hassle up, expense up, paperwork up. Motivation down, profit down. At some point you look at the graph and wonder what exactly you are still doing it for.
Where I have landed
Xero Simple, about £101 a year, pending one thing I cannot settle by asking anyone: whether the bank connection actually holds. My last attempt at this with different software never would connect, so that is the first thing I will test and everything else waits behind it.
For anyone with one trade and no property, ignore all of the above. Clear Books free will do you perfectly well and costs nothing. For anyone with a trade plus a rental, most of them handle that. It is specifically two sole trades that turns a five minute decision into a fortnight.
Second bit of advice: check the free option before you spend anything, and check it against your actual bank rather than the vendor's list of supported institutions. A feed that will not connect is worse than no feed, because you have paid for it and you are still exporting statements by hand.
Anyway, filed here so that in eighteen months when the deadline is actually looming I can read this instead of doing the whole thing again from scratch. Which, given the state of my filing system, is optimistic of me.
One last thought before I commit to anything
Having written all that down, I am not quite ready to hand over money yet.
Clear Books is one feature away from being the free answer. It already runs two businesses under one login, it is HMRC recognised, and it covers quarterly updates and the year end return at no cost. The only thing wrong with it is that the two businesses are separate sets of books, so with one bank account feeding both you go through the same transaction list twice. All that is really missing is a tag on the transaction saying which business it belongs to, which is precisely what Xero does with tracking categories. Hardly rocket science.
So before I spend anything, I think it is worth giving Clear Books another go. Two reasons.
First, the Lloyds feed. It never worked for me last time, but that was a while ago and open banking connections get rebuilt fairly regularly. It might just work now. If it does not, I have lost an evening rather than a subscription.
Second, and honestly the bigger one for me: Clear Books has an actual support forum where real people answer, and where I can see what everyone else has asked. Xero has an AI chatbot that told me two things that were flatly untrue, including one that would have cost me an extra £32 a month if I had believed it. I cannot stand dealing with these things. Being able to post a question somewhere public and get a human answer, and read the answers other people got, is worth a fair bit on its own.
So the plan is: try Clear Books again first, ask on their forum about the two business setup and whether anything has changed, and see whether the bank feed behaves. If it works and the double handling turns out to be less painful than it sounds, that is nothing a year rather than a hundred. If it does not, Xero Simple is waiting and at least I now know exactly what I would be buying.
Either way I will report back.