This is a bash on Quicken reply. I have struggled with Quicken (currently Q07) for many, many years (back into the 90's). I counted 13 different sets of Quicken datasets which have been left hanging on my various hard drives over these years as I found out through different support calls that I would have to discard a corrupted database and start over.
Last year, I was told by Quicken support during a call I paid for that I had too many accounts and the database was too large. (This has been a common tech support comment for me) I've only tried to use Quicken for personal finance tracking, no securities tracking and the heavier features (thank goodness). The call ended with an all too familiar bottom line which was that the backups were all bad so they didn't help. The support person couldn't figure out how I could utlize the backup data so in the end, I re-entered the previous year so that I could get my taxes done and search for another program. I've researched enough to know I was lucky to not move to Quicken Express as was once advised. Apparently that software doesn't allow an export in the event you would find a different software.
The good news is that I just upgraded to Mountain Lion. As you may know, Quicken in any version does not work with this OS. I've finally found a perfect reason staring me in the face to never struggle to use Quicken again. Now to find a better option. Money has many features that seem like what I need for handling 5 or 6 bank accounts and credit cards. Has anyone experienced SEE software? It too seems to have decent features.
I don't know the background of this link but it may be a place to start:
http://personal-finance-software-review.toptenreviews.com/mac-personal-finance-s oftware/
MacWorld also has a review on financial software for the Mac 2013
Best of luck to us all. Deciding on MtnLion and Mac vs. Quicken pppfffft no question which gets dumped!