Wasn't this Hooded Sweatshirt Man one of the men who helped Scully "escape" from the military hospital with Mrs. Hendershot (or whatever her name was?) You'd think after that whole fiasco he'd find a different friend.
And even though, like Islandgirl said, Doggett does seem naive at times. A little too trusting. But...how many times have we laughed at Mulder for being Mr. Trust No One, but at the same time willing to trust ANYONE.
Scully: Whatever happened to "trust no one"?
Mulder: Oh, I changed it to "Trust everyone", didn't I tell you?
At any rate, I like the hooded sweatshirt man. He is quite the looker!