As for videos, there's not even a chance. The industry is extremely closed to "outsiders", especially men. I had a buddy that got in through catering movies in high school (the "Valley") and it took him alot of years to get the industry nod to start directing. The first thing you should do is move to LA. (I don't know if Hef's your man, try Seymore Butts). Try reading trade publications and see if you can get any job that'll get your foot in the door, video or cat housewise.