I mean, he constantly wears a hood!
Why does he hide his face? Because hes a Humanoid Abomination with no real form; he butchered a random guy and made a skin suit out of him for when he needs to be seen in the light, but the only salvageable parts were the hands and lower face/upper chest, hence why he covers everything else. Why does he review bad pop songs? He wants to expose them to an audience that likely wouldnt hear them at all if it wasnt for him, hence inflicting soul-crushing despair among them. He can move in the space between spaces, he kills himself multiple times but gets better, and his pining for Obscurus Lupa is a Take That, Audience!, representing the face that Lupa is beloved by people who will never actually be able to even interact with her, much less date her, again making them despair. Its far from airtight, but if he starts ranting about the moon in a later video, be afraid. Hey, regarding the third option, black and white does make gray, and as far as we know, Todd might have a bleached-white face or even no face at all. And the Slenderman itself just really hates pop music, so it uses Todd as a voice box for its views on pop music. This explains why Todd himself actually seems to like some pop music, yet still pokes fun at it. It also explains the mask, since theres definitely no shortage of mask-wearing amongst Proxies. "Talk Dirty" by Jason Derulo featuring 2 Chainz Confirmed "Happy" by Pharrell Williams: If Todd does review it, expect him to slip in the "Happy Happy Joy Joy" song somewhere, most likely as the end of video stinger. Jossed "Dark Horse" by Katy Perry featuring Juicy J Confirmed. "Cant Remember to Forget You" by Rihanna and Shakira: Todds made his disdain for Rihanna known, but his opinion of Shakira is not known. Such a collaboration is practically begging for Todd to review it. Jossed. "Classic" by MKTO. Specifically Todd will do his best to avoid a molestation joke when he hears the line "Do you like Michael", even though the line is actually " Thrill you like Michael". And based on his Twitter rants, expect him to compare it to Rascal Flatts. Jossed. "G.U.Y." by Lady Gaga: More specifically, hell review the "G.U.Y. - An ARTPOP Film" video, much like he did with "Runaway", except not as a crossover. "Loyal" by Chris Brown ft. Lil Wayne and Too Short, French Montana OR Tyga: Its been a while since Todd tore Chris Brown a new one; however, the song has three different versions, each with a different second guest rapper, and listening to all three versions for any extended period of time would likely drive Todd insane. Jossed, but it did make #3 on his Worst of 2014 list. "Fancy" by Iggy Azalea ft. Charli XCX Confirmed. "Birthday" by Katy Perry Jossed "Problem" by Ariana Grande ft. Iggy Azalea Jossed. "Am I Wrong" by Nico & Vinz: Just for the obvious "Ghostbusters" reference and so Todd can say "Yes" Jossed "Me And My Broken Heart" by Rixton & "She Looks So Perfect" by 5 Seconds of Summer: These are two songs that would make a perfect "head-to-head" episode.
He says he once worked for Lord Vyce here . He joined the site shortly after Vyce was first foreshadowed (As a scout maybe?). The reason he hasnt been deactivated is that either Vyce cut the signal to protect him, leaving an extra ace up his sleeve in case he ever comes back, or he cut it himself as a result of enjoying his new job and wanting to distance himself from his old boss. Perhaps hes from one of the universes Vyce invaded, and was hired to help eliminate the Entity. He may even be from Vyces universe: the reason he cloaks himself is because the cloak itself is designed to keep him alive in our universe. Kind of like.