I think this is just one interpretation of many. What's "real" depends on
context and point of view, and also our words are slippery. The friday night
you purchase a movie ticket (that clears on monday) seems like the "real"
date, but the day your cheque is cashed (and perhaps bounces) is more "real" as far as your bank and your account balance is concerned. As you look at other
kinds of real-world accounting transactions you find more ambiguities.

This comes down to the difference between cash- and accrual-basis accounting. In cash-basis accounting you record transactions based on when money actually leaves or enters your account. In accrual-basis accounting, you record transactions based on when you commit to spending or earning money (e.g., the day you write the check, or the day your employer's payperiod ends).

If you're practicing accrual-basis accounting, it is logical to use the left date for the date you decided to spend money (since that's the date accrual-basis accounting cares about), and use the right date for the date the transaction clears.

If you're practicing cash-basis accounting, it is logical to use the left-date for the date the transaction clears (since that's when you consider the money "actually spent"), and the right date for the date you wrote the check (if you record that at all; I'm not sure that date is important in cash-basis accounting).

I prefer to use accrual-basis accounting, because it pairs very nicely and naturally with double-entry accounting, eliminating my need for virtual transactions while providing more information at the same time. See this thread[1] for info on how I use accrual-basis accounting in Ledger. Some people mix the two methods together, but choosing one to use as your primary accounting method can help clarify quantitatively which date should go where.

[1]: http://groups.google.com/group/ledger-cli/browse_thread/thread/cb92be9afa95b691/c03c8cfc2b711315

-Brian

P.S. - My understanding of accrual-basis accounting is limited, since most articles on the subject I've encountered expect practitioners to be businesses, and thus contain lots of scenarios, terms, and assumptions that are beyond be. If I'm incorrect, please let me know.

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