Looking at your knowledge and awareness of malwares I will recommend some additional realtime protection other than webroot. I saw your comment in Zonealarm thread if you can add ZA2015 to your current setup, better choice would be Comodo Internet Security 7 or Malwarebytes Pro. Also add Malwarebytes and HitmanPro for on-demand scanning. Scan your system every 1-2 weeks to make sure your system is clean with these on-demand scanners. You can use dropbox or some kind of cloud backup for your document/picture folders or if you have an external HDD then Macrium reflect free is a good choice. For browser addons WOT, Https Everywhere and LastPass will be a good addition.