Trouble shooting WiFi Connectivity on Windows 7 on Samsung LT

I have deployed Cisco Meraki APs and I have been having more complaints than with the good ol' Cisco 1240 APs.  And the worst part is my biggest complainer is the head of the company.  (Yeah - Murphy is hitting me upside the head big time!)  He's run into three different symptoms - one is where is has connection but mail flow stops working mid-stream.  Another symptom is where is WiFi connection goes to "Partial Connection".  The logging on the Merakis looks happy enough.  And lastly I think the SSIDs at times will just disappear for his system.  I haven't heard much of this problem with HPs or Dell laptops - but his Samsung is problematic.  It could be that he just sees the bumps more because he always uses WiFi for everything.  In fact I don't think his laptop even has a wired Etherne :-( and he's insistent on using that one.  

My next move will be to upgrade his network drivers to make sure that the more modern Meraki stuff isn't having interop problems with the older Win 7 drivers.  But if that fails I'm starting to run out of bullets and I don't have another Samsung that I can mess with to try and replicate the issue and run it to ground.  :-(  So...my question is.. Is there some software that would debug at a sufficiently deep level the WiFi on VIP's laptop so as to get better insight into what's happening over time?  The problems are intermittent - one day all cool next day one problem, next day two.  Need something that's capturing and hopfully analyzing WTF is going on with his system's WiFi.  Any thoughts appreciated!