Just an update, thanks to dvander (the writer of the sample plugins), I was able to figure out the issue. I was using the wrong sdk, anyone trying to make a new CSS plugin these days should use the hl2sdk-ob-valve Reverse-engineered plugin SDK for CS:S/TF2/DOD:S which can be found here:
http://hg.alliedmods.net/hl2sdks/
As of now the sample plugin compiles and loads up without crashing! Yay now I can leap into the actual coding lol :p