I run money in Parallels and the account update does take a little longer than it should, but it's always 100% accurate (more than I can say for iBank or Moneydance).
Also you can pay your bills through MS Money, something you cannot do on iBank, Moneydance or Mac Money.
You need to be able to input your transactions by hand AND then download the bank movement and reconcile the two, if you want. iBank seems to just post everything twice, which is stupid. I don't know if this is a bug, or if it was designed to be this awful, but iBank seems to have a happy habit of duplicating everything.
Set up a transaction to move $1000 from checking to savings... should be easy right? OK, then download the transactions... oh wait, I transferred $1000 twice now, unless I tell the program not to import that transaction. Doh...
iBank 3 cannot update more than 3 stocks at a time without messing up the price. This bug is all over their own forums, and if you switch views from their 26 point font 'designed by a 2 year old' ledger view, to one you can actually read, it takes about 45 seconds to switch and sends the CPU fans into overdrive.
The Leopard only 'coverflow' for transactions is a gimmick. Just because you CAN do it, doesn't mean you should. I really can't think WHY I would want to see all my bills in 3D.
Then there is the iBank 2 to iBank 3 license upgrade. It simply doesn't work. My iBank 2 license was ignored and it still tried to charge me $60 for an upgrade. Again, this issue is all over their own forums. Was there any QA or UAT on this software? The 50 transaction limit on the demo is too restrictive, since I'll obviously want to import my current data, which goes back almost 8 years, to thoroughly test out the app.
Speaking of importing data. If you import your checking data, then your savings data, everything that transfers between the two is duplicated. Even Moneydance avoids this very easily, why cant iBank? Importing Credit cards and investment accounts on top, just makes things worse. I don't want to spend 4 days setting up the smart import rules to ignore these... oh wait, you can't create a rule to 'ignore' import items...
When you think this is being price at $60, which is MORE than MS Money, I really have to wonder what IGG were thinking. This puts them in the big league, but they're not worthy. I want to support these smaller companies, I mean I bought iBank 2, but the basics have got to be right. I have no idea how this won any award - looks like the Apple judges were wooed by cover-flow. I mean, that florescent green text for deposits is impossible to read.
I do like the investments analysis graphs, but they're no good if the data is wrong because the price import is messed up.
I hope 3.1 irons out these issues. Something like this is enough to drive a man back to Windows. MS money is not perfect, but it does everything I could want, apart from import ADP pay statements.