I was forced to update to Quicken 2010 from 2007, and tried Crossover for the first time. (I’ve been using VMware, and Parallels before that.) The installation went very smoothly, but updating my personal data seemed to take forever; I gave up after, respectively, ninety minutes, twenty minutes, and five hours. The installer progress bar quickly got stuck at about the “n” in “Quicken,” though the file size grew every minute.
Quicken under VMware updated the data in about four minutes. Admittedly I have a lot of data, going back to 1998; Quicken says it updated 110K items.