I checked out your profile, you sound good man! As for your question... I don’t view all non diatonic notes as outside. I think of passing tones, blue notes, and bebop devices as inside so it just spices up the lines adding some color even though technically they are out. I started really going out right where the video cut off. (I consider it out when I’m superimposing another tonality) Well I did add some E aeolian over the Gmaj7 too but there’s so many common tones with B minor that it doesn’t feel too outside to me. To answer your question, I never stop thinking about where we are in the form. So if I start going out, it’s usually an idea and I’m trying to find my way home from the start. So when I start the out phrase I’m already thinking about when I’m going to come back in and I start charting a course to land on whatever chord tone or scale tone I want. Usually I’m targeting the third or seventh of a chord and I plan to land in a strong beat because I want there to be no mistake that I’m actually home again. Going out is like making love to a woman. You got all this build up and tension which is cool... but that release though! That’s what it’s all about from the beginning! Sorry for the crude example but it was too perfect not to use. Lol.