In military planning (MDMP, JOPP) we analyze courses of action (COAs) by determining if they are Feasible, Acceptable and Suitable (or Adequate). Some add Distinguishable and Complete. In your decision, you need to decide if "going AD" is Suitable/Adequate (accomplishes the mission, complies with guidance or in your case, meets your needs and desires). You need to decide if "going AD" is Acceptable, or worth the cost. Is it worth giving up what you have and spending the time, effort and energy to meet your needs by "going AD". Some on this forum will tell you it is not.
Only you will know whether "going AD" is Acceptable or Suitable for you. You need to spend some time determining if "going AD" is Feasible. Do you have the capability or resources necessary to do this? Determine if you can get a commission in the AF, qualify for pilot training, complete pilot training, get a security clearance, etc. There are many disqualifying factors. Since two ANG units have turned you down, it may not be Feasible. Very few people are offered the opportunity to serve on active duty or in the ANG as a pilot.
I have not regretted my decision to serve on active duty and I would do it again. Good luck with your decision.