Caveat, this is *not* accounting advice - if you have any questions, seek the assistance of a local CPA. This is just how I do these transactions based on an Accounting 101 textbook:

I think your #2 is similar to my method.

I too pay insurance in late December for the following 6 months. (and again in June) I do use an invoice, but you don't have to.

The initial transaction is a payment balanced against a pre-paid asset account.

Then I set up a Scheduled Transaction (SX) to fire on the same day of the month (26th in my case) which is a credit against that pre-paid asset (thus decreasing it) and a debit to an Insurance expense account. (Auto in my case) After the 6 months, I have 'used' the pre-paid asset and spread the expense out properly.

The only wiggle I've found with this approach, is unlike other normal invoices, I can't post this one till I pay it, because until it is paid, it technically isn't a pre-paid expense, but this non-posted state, means I don't get the benefit of a Bills Due Reminder. I suppose I could employ an additional holding account, but I don't find the effort worth the payoff for this one invoice that is due twice per year. If you are doing manual transactions, none of that is a concern anyway.

Note, 'accruals' aren't *missing* in GnuCash, you just have to do them manually. (or dealing with issues like pre-paid expenses, depreciation, etc.) I suppose the Business Features could be 'smarter' in this regard, allowing you to setup the SX at the same time, but the extra clicks really aren't that much trouble and some things like insurance are a set-and-almost-forget sort of effort. (since the premium floats a bit, I have to make minor adjustments to the SX template every 6 months) What I like about GnuCash is it doesn't hide the details from you like some other apps. In fact, it requires you to get a grasp of basic accounting, which turns out not to be as mysterious as some might think.

Regards,
Adrien

On 1/3/21 9:37 AM, Gabriele Agliardi wrote:
Hi,

I am considering to start using gnucash for personal accounting, after too
much time spent on Excel!

I like the application a lot, and I really appreciate your efforts.

There is a key feature missing in my opinion: the ability to set the an
accounting date different from the payment date, for regular transactions
(no invoices or complicate stuff, since I'm using it for personal use): for
instance, if I pay the insurance on Dec 28, I would like it to appear in
the reports and to be compared with budget for the next year; in short, I
would like to manually provide a date for the accounting of an expense,
thus overriding the transaction date. Even better, I may how the expense
splits among (potentially multiple) accounting periods: for instance, the
insurance may be spread flat over the year.

I have found the following workarounds:
1. set the accounting date as the transaction date, and move the real
transaction date to the description, or
2. make a set of transactions, like the following: on the payment date, I
move money to a holding account, and then I register the expense from the
holding account on the accounting date; in this scenario, though, I would
like to keep track of the relation between these movements, but I can only
use the description.

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