First about people bringing up kumo... I loved that novel until taboo or whatever maxed out and the author completely changed her personality and did a time skip (to be mysterious or something), and it became unreadable.
Second while I do think he was incredibly stupid, he had also been alone for quite a while and was desperate. Desperate people don't really make rational decisons.
Interesting, they're not going with the "I'll use my knowledge from modern Earth to my advantage!" and instead he's forgetting most of his past life ave for some vague stuff like what games were.