This is a collection of some of my favorite personal resources for learning and sites I regularly follow: (last updated 01/2018)
Krebs on Security
Schneier on Security
Cybrary (covers a large breadth of security and general IT topics)
Conference Videos (YouTube) – Adrian Crenshaw does a great job of posting videos from many cons.
HighOn.Coffee (amazing pen-testing cheat sheets and tool walk-throughs)
Peerlyst – (social networking site exclusively for infosec)
NetSecFocus Slack – Great for news, HacktheBox/OSCP help, and other topics