This basically works for me and catching up doesn't really take long. There are some accounts that I update very infrequently, but I've gotten over my OCD about this and it doesn't really matter. My wife doesn't appreciate being hassled for the statement from her work HSA every month -- nor does it really matter how much is in there at any given moment, unless we have a big medical expense -- so we just occasionally sit down and catch everything up, maybe twice a year.
Overall I find the automation means it's vastly less work than when I used gnucash, and the flexibility in expense structures and ease of assigning things mean I have much better budget data than when I used mint.com.
But even banks that use it make massive mistakes and break the basic assumptions. Unique ID repeating in the same day for example. Or using the minutes in place of the month...
High-tech internet services
Stock exchanges
Websites with no API
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Telcos
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Banks
Unreachable rock bottom of insanityI can't decide whether the failure to implement iCalendar and OFX standards properly are examples of incompetence or malice, but I suspect the latter with an eye to vendor or bank lock-in.
I don't think things will improve unless we find a way to shame big companies in paying attention and playing nice to each other, like it was done for HTML standards (pre-Google's monopolization).