2 problems. 1st of all the info_player_blahblahblah is supposed 2 b inside the copit of the big plane. looks stupid but u dont c the outside in the finished thing. when the game starts u get stuck in the glass or the saet or whateer till u die. tried to c if the path for the plane had worked by moving the start onto a platform next to the enities, but when i loaded it then hl crashed. just get the start into hte plane somehow without making too much difference to the size and while ur at it a camera should b triggered by the 1st path corner at the big line of them, c if u can get it 2 work.
try making it smaller, and make the planes less detailed...
BTW you cant fit a info_player_start in those small cockpits in the planes...