"My current idea is to just teach at a bigger high school school in the area that pays more and try to volunteer coach at one of the 2 nearby colleges (great juco and d3 program) if possible to get my foot in the door.
Do you think think this is the best route or is there a possibility of me making close to what I do at some schools (sorry for my ignorance on the subject of college pay)? "
Coach, my thoughts would only apply to the D3 option.
First, while my information is a bit "dated", I would guess it is very doubtful you would be able to earn close to $40,000 as a D3 assistant in either the ASC or SCAC. I would question if the paid option would seem viable.
As to the second option, I would think the a main issue could be the logistics of being a full time teacher, a volunteer assistant and having some family life. In that realm, travel for weekend series, mid-week away games and especially post season conference tournaments would likely create considerable friction with a full time teaching position, unless you have an awful lot of teaching flexibility. During the Fall, it would not be travel so much as practice time which could overlap with school hours or possibly start very late (5pm to 9pm) coupled with early and late work.
Good luck. I hope these ideas are of some assistance for your planning and thinking.