Same here... not an occasional problem at all and relaunching only resolves the problem after 3, 4 or more tries, if I'm lucky. I also agree that sometimes the only way to solve it is to reinstall, which is a time consuming process. I found it all such a nuisance that I quit using Crossover (and I had been a very happy customer up to this point).
Would love to hear when this has been fixed so I can go back to using my beloved Mac for everything instead of resorting to a dedicated PC for Quicken.
Keeping my hopes up!
*2Oct2014 update - good news
I had the good fortune to inherit a 2011 macbook air yesterday. The 2011 machine runs the latest OS, to which my very old (2008) macbook air could not be upgraded. I loaded the newer machine with Crossover & Quicken and Quicken has loaded properly every single time.
Back to being a happy customer. Now just dealing with the pesky issues of not being able to move from field to field (without cursor intervention) but at least Quicken is functional once again.