The problem originally started with the OTA. When the OTA would come down and I would click it, it would boot into TWRP and then just restart without installing anything. I attempted this five or six times before trying something else. From there, I downloaded and attempted to install manual update zips for the Nexus to take it from 4.4 to 4.4.2. When I would try and install these, it would say "error executing updater binary in ...". I have tried downloading the updating zip from multiple websites, and I've checked the MD5's, which always match up.
I'm sorry if this is a stupid question, but where can I go from here? I've exhausted my knowledge of what other possibilities are out there, or what could be causing the update to fail.