Outlook and mac mail client attachements freeze, skype freeze

Hi all,
I am working in a company that many users have Macbooks Air and Pro. One specific user with a a Macbook air that has a clean install of Yosemite (not even a week ) started to have problems with the mac mail client attachements. Every time he tried to insert a file the mail client frozen and had to force quit. After a while i observe the same issue on Outlook mail client. At last after a reboot that he did to see if that gonna solve the problem then Skype started to freeze also and had to quit every time. So now, so far none of the above apps work as expected and the Skype doesn't work at all. It has to be noted here that we did the upgrade from Mavericks to Yosemite to solve the Skype issue that he had also for a couple months now and it wasn't resolved from Skype's support team( never answered). So for now we have again the same problem and and with a fresh install of Yosemite i am started to thinking about hardware issues or even broken drivers, code to Yosemite etc. The laptop has an encrypted SSD using Filevault, SEP, Office and Acrobat Reader nothing else.
Any thoughts to solve this issue?

Hi Brody,
Thank you for your answer, yes i did erase the hard drive and install Yosemite!! After a second call that i made with my client he said that first of all:
The problems of the Outlook and mac mail client attachements freeze started after he install Cisco VPN Anyconnect (I don't think that this has to do anything with the freezing) so he tried to remove this using Appcleaner. After this not only the Outlook and mac mail client attachements freeze problem was remaining but he saw that skype started to freeze also. No matter how many uninstall and install he made to the Skype, Skype continues to freeze. For the mail freeze i advise him to use the verify/repair disk permissions and so far that one solved. The remaining problem is the Skype Freeze so far. I also tried to remove the Skype following this https://support.skype.com/en/faq/FA12073/how-can-i-completely-uninstall-and-then -reinstall-skype-for-mac-os-x
so to avoid Appcleaner and still the problem persist even with older versions of Skype. I also create another profile account in Yosemite and Skype seemed to played well there. But i would need to solve in his account so to avoid any file transfer. Do you have any idea why that happened? Is it a file permissions problem? Corrupt/missing files in users profile? This one problem had in the past as i wrote in the previous comment and couldn't work at that time.
Any thought on that? What could be wrong?
Thanks

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Outlook and mac mail client attachements freeze, skype freeze

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