I really did give it the old College try because I didn't want to cave and load VMWare but finally gave up and created a 2GB partition and caved to the need.
Quicken on the other hand was so robust I felt like I needed to call a CPA to help me pay bills, it only lasted a month before I gave up maybe I should have given that more time but I started reading forums and everyone's gripe was the same as mine so I flipped that out quickly. Tracking bills and when their due is a big part of what I use in M$ Money and there wasn't anything useful like that in iBank. I thought maybe it was due to the data I had imported in so I started from scratch and within a month I was right back in the same boat and frustrated as ****. It always seemed like things were getting double dipped or not recorded at all. IBank was a little more robust with integration with the banks, but it's simplistic approach to everything was too simplistic so a more complicated transaction than a simple in and out would always seem to get screwed up and the account balancing online was never right in the 2-3 months I tried to work with it. If you're going to use ChaChing you might as well create your own simple spreadsheet. I'm the anal retentive type that will balance all my accounts to the penny twice a month and the lack of good integration of any type turned this project into a couple hours instead of a couple minutes.
My banks offer a way to download files I could then import in, so maybe if you only need to do it once a year it will work better for you. The lack of integration with any of my banks (WaMu, USAA, Discover.). My biggest issue, was exactly what you need. I don't want to track investments, just keep track of several bank accounts, transfer funds between them, and download transactions from my bank.
Then I will start afresh with some sort of banking software on my Mac.
I am considering finishing this year with Money on my PC and then saving it on my external hard drive. I returned the software and am still using Money on my old laptop, but I want a solution for my Mac. I went to the user forum at Quicken and the word "nightmare" was frequently used when referring to a switch from Quicken for PC to Quicken for Mac. New instructions, so complex and convoluted I was appalled and completely discouraged. I spent several hours following their instructions for exporting data from Money to Quicken on my PC, to the letter, and finally got to the point of transferring the data. They gave me a free copy of Quicken for PC, with directions for and exporting my Money files, to Quicken for PC, then, they said I could move the data over to Quicken in the Mac. I contacted the help desk at Quicken and they assured me that it would be a piece of cake. Has anyone used iBank or Squirrel to manage their banking? I have used MS Money on my PC, for years, but don't want to load Windows on my Mac.