If you want to get some serious experience in a short amount of time.. Take your 300 hours and go tow banners for the summer.. You could easily have 700 when you're finished.. Then go up to Alaska where you can fly VFR part 135.. Do that for a season and the confidence and knowlege you will have will far exceed what you will learn watching the clouds go by a FL 330 on auto-pilot. With part 135 IFR mins, you can start flying muti-turbine PIC at many of the cargo outfits... Just a thought..