How does transitioning out of the military set me up for success?

My experience was to give AD enough time to finish your undergraduate studies on TA before transitioning. If you still have 3 years left that's plenty of time to finish your bachelor's outright if you're willing to burn a little midnight oil.

Transition Assistance is a little out of touch. I'd say the portion on federal resume writing is the most useful, but if you don't want to be a fed, you might need to lean on some of your own research to prepare for the entering the civilian workforce.

If you plan it right, you can ETA with your bachelor's degree, go directly into the workforce earning more than you would on BAH alone, and then pursue graduate studies online or in the evenings for a nice supplement to your pay during your first 2-years out. This path has you looking for a civilian promotion with a graduate degree and 2 years of experience in the same timeframe you'd otherwise be finishing your AAS.

I am all for pre-planning and preparation but 3 and 1/2 years is too far out when you are making plans about school registration. Course offerings at schools literally change, shrink and expand every school year. The biggest thing you can do is soak up as much education as you can while using active duty TA. That will in turn make your GIBill go further once you are out. I would focus less on whether or not you can start in the fall and more on just filling up your bucket with skills and training to make you better. TAP class isn't a magic pill that fixes all of your issues or sets you up 100% for your civilian life. It provides information which is great but knowledge without action is nothing. Being a veteran makes you look good among your peers but employers are looking for qualified people which means certifications, job experience and degrees when applicable. So this means you need to be focusing on what job you want and what boxes need to be checked to get said job. With you being 3 1/2 years out I would recommend just focus on making the most of TA and reengage this in 2 years when you are 18 months out. The world, your situation and your life goals will probably be a lot different in two years and 18 months is more than enough time to maximize your preparation towards ETS.

In November 2022 reenlist for 2 years, making your ETS November 2024 then take your 90 days early so you can enter school in August 2024.

The BAH for the GI Bill is prorated so you won’t get full BAH every month of college. STLTAP does not set people up for part time jobs or temporary jobs while you wait to got to school, the purpose is to help you transition into full time jobs or trades. If you are set on waiting six months, those will be six months on unemployed.