IT Educational Goldmine
Thanks to /u/VA_Network_Nerd whose amazing Reddit comment this page is effectively a copy and paste of.
If you're looking to get into IT,
See if your school provides access to Microsoft DreamSpark.
Play with Windows Server, especially Active Directory.
Register for the Red Hat Developer Network.
Download RHEL and start learning Linux.
Linux is the single most powerful IT skill you can develop to prepare you for the widest array of possible career options.
Don't spend time on an A+ certification unless you really want to be a PC Support Tech after college.
Certifications
Cisco Training & certification Info Center
Juniper Networks Certification Programs
Microsoft Learning Info Center
Red Hat Certification Info Center
VMware Certification Info Center
Microsoft
Microsoft Learning Portal - Powered by EdX
Microsoft MSDN Product Evaluation Center -- Free Downloads
Microsoft TechNet Product Evaluation Center -- More Free Downloads
Microsoft Azure Cloud Services Free Trial Center
Microsoft Training Info Center
Microsoft Ignite Training Convention Video Center
Microsoft MSDN Video Training Portal
Cisco / Networking
Stanford University Free Intro to Networking Online Course
Cisco Learning Center - How to Study for CCNA for Free
Professor Messer's CompTIA Network+ Training Videos
Cybrary Free CCNA Training Videos
Cisco VIRL - Virtual Router & Firewall Training Tool
GNS3 Vault - Free Practice & Training Labs for Cisco Equipment
Cisco Live Training Convention Video Portal - Free Registration Required
Cisco Design Zone - Best Practices
PacketBomb - WireShark Training Center
NetCraftsmen - Network Consultants Blog
IOSHints - Ivan Pepelnjak's Blog/site
Cumulus Networks SDN Technical Videos
Information/Computer/Network Security
BlackHat Conferences @ YouTube
Carnegie Mellon SoftEng Institute @ YouTube
CMU's Plaid Parliament of Pwning Competitive Hacking Team Blog
Cybrary - Open Source Security Learning
US CERT - Computer Emergency Response Team blog
ISC2 - CISSP - Certified Information Systems Security Professional
Linux Resources
Linux Foundation - Intro to Linux for Free
Linux Foundation - Online Course Catalog - some free some paid
USENIX Site Reliability Enginering Convention 2014 Presentations - Free
USENIX Site Reliability Enginering Convention 2015 Presentations - Free
USENIX Large Installation System Administration Conference 2014 Presentations - Free
USENIX Large Installation System Administration Conference 2015 Presentations - Free
PuppetConf Convention Videos 2014 - Free Registration Required
PuppetConf Convention Videos 2015 - Free Registration Required
ChefConf Convention Videos 2015
Ansible Video Resources - Including AnsibleFest Convention Videos
VMware Resources
VMWorld Convention Session Playback
VMWare Hands-On-Labs Training Labs
The Best of Cisco Live
Cisco Live is Cisco's annual Technology expo & training convention.
All of these presentations are available for free here: http://www.ciscolive.com/online - Many with video presentations of the lectures.
BRKARC-3001 - Cisco Integrated Services Router G2 - Architectural Overview and Use Cases (2013)
BRKARC-3001 - Cisco Integrated Services Router - Architectural Overview and Use Cases (2016)
BRKARC-2001 - Cisco ASR1000 Series Routers: System & Solution Architectures (2016)
BRKCRS-3147 - Advanced Troubleshooting of the ASR1K and ISR (IOS-XE) made easy (2016)
BRKARC-1009 - Cisco Catalyst 2960-X Series Switching Architecture (2016)
BRKARC-3438 - Cisco Catalyst 3850 and 3650 Series Switching Architecture (2016
BRKCRS-3146 - Troubleshooting Cisco Catalyst 3650 / 3850 Series Switches (2016)
BRKARC-3445 - Cisco Catalyst 4500E Switch Architecture (2016)
BRKCRS-3142 - Troubleshooting Cisco Catalyst 4500 Series Switches (2015)
BRKARC-3465 - Cisco Catalyst 6800 Switch Architectures (2016)
BRKCRS-3143 - Troubleshooting Cisco Catalyst 6500 / 6800 Series Switches (2015)
BRKARC-2222 - Cisco Nexus 9000 Architecture (2015)
BRKDCT-3101 - Nexus 9000 (Standalone) Architecture Brief and Troubleshooting (2016)
BRKCRS-1500 - Wired LAN Deployment Using the Cisco Validated Design for Campus (2016)
BRKCRS-2031 - Enterprise Campus Design: Multilayer Architectures and Design Principles (2016)
BRKCRS-2501 - Campus QoS Design-Simplified (2016)
Cisco Design Zone: Cisco Validated Designs for Campus Networks
Cisco Design Zone: Cisco Validated Designs for Branch Office Networks
BRKDCT-2218 - Data Center Design for the Midsize Enterprise (2016)
BRKSAN-2449 - Storage Area Network Extension Design and Operation (2015)