No you sshould be able to upgrade without contacting fs. however regarding your outlook contacts I can't help you as I've never upgraded to windows10. However it ought to work, after all I would have thought that Microsoft would want Outlook to continue to work after the upgrade.

On 27/11/2015 23:19, LeDon Becker wrote:
I am ready to up grade to W ten and jaws seventeen. I have one SMA and my 
activation number and serial number. Will I have to contact FS before upgrading 
to Jaws seventeen? Also. I am very concerned about loosing my outlook contacts. 
I have two groups that I email every month and I just, cannot, afford to lose 
those contacts. Is there anything that I need to do to preserve those contacts 
and groups?  Thank you for your help.
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