Funny you should mention lack of photos. I used to see Matt Drudge in photos all the time, now, I only see pic of Matt that are about what? Ten years old. No, it’s not my business, but I wonder if Matt does not want to be seen in recent pictures because he has changed in some way. I don’t mean changed as dramatically as the movie reviewer Ebert did, after the removal of his jaw due to cancer. I mean something like the former actor. now director Ronnie Howard, who, to this day, hates being seen without that damn ball cap to hide his shiny bald head. Matt may just like being a man of mystery, because this business can quickly destroy you if you let it rules your life.
I think of Matt as Greta Garbo of the net
Personally I think he is shy dude there are celebrities who really shy in real life