As a student of finance and avid Mac user, I'm a little disappointed in the slim market of personal finance applications for OSX. For years I used Quicken on Windows before I got my MacBook and was actually impressed with its features. Obviously, Quicken for Mac 2007 was a complete failure - I have yet to use any software that could compare in its bugs and crashes. At this point, I'm using iBank, which appears to be the best application out there of the many I have tried (see below). This is sad, since iBank is lacking in features, advanced investment management, and many of the asset/loan tracking elements that Quicken was able to offer. The difficulty with this problem is trying to find the middle ground. I group finance software into three areas: Beginner - Basic budgeting software to balance your checkbook and track spending. Intermediate - Track various loan types, asset depreciation, investments, and account balances with various forecasting and budgeting capabilities. Advanced - Full-fledged accounting software that is needed to "do the books" by small business. These usually included a POS system and some type of extensive reporting feature for financial statements. I'm looking for something in the intermediate category that is basically one step below business level accounting software. Here's what I've tried: Money MoneyWell Fortura Fresh Finance iBank Squirrel Quicken for Mac 2007 Anyone having a similar problem? Maybe some success in the same area?