Ended up going on another quick search after my previous post and found two more tracks thanks to someones old website.
http://davr.org/chips/TIMESNEWCHRIS - "What Have You Done For Me Lately"
TIMESNEWCHRIS - "53n5171v3"
What's interesting about this track is that we've heard it before in one of the videos in the OP.
Another interesting thing is the metadata. Instead of Christopher Sendziak, we get a... Michael Williams? I would usually consider this an auto-tagger failure, but the album is of the same make-up of our previous two Chris tracks.
Title: Gameboy 5
Artist: Michael Williams
Album: Michael Williams's Album
EDITIt turns out Chris is a friend of a member of an old channel called "the5guys". He showcased one of the tracks at the end of one of his weekly scheduled videos (since this channel has different hosts on different days). We now have a possible connection. Song starts at 3:25, though the actual track file is already up above.
What is probably best of all is that by the About page on the channel, we know the channels Chris is from Buffalo, New York. I've seen a couple of locations for a Chris Sendziak, Buffalo being a prominent one, but I could never verify. Congrats aujourd.
For the question of "Is the channels' Chris the same Chris we are looking for?", I have no clue. The channels' Chris seems to be Chris DeSanto, and uses the username 'crayzeeflyer130'. It's possible, but DeSanto has a different voice. I think he was telling the truth when he said "his friend".