Yeah, he did say that it was quite some time since he had played MGS2. Surprise that Jason didn't guide him more if he got stuck (won't get to watch the episode until tomorrow).
He tried, but then Dan shut him down telling him not to be saying things if he's looking up a guide because he likes the "we don't know what we're doing" atmosphere.
If anything Jason should be the gatekeeper since Dan can't anymore and just make sure that Drew is always on the right path rather than spending so much time frustrating himself.