I am currently going through the process of acquiring a TOS waiver. Just a heads up, this is a bit of a story. I PCSed to my base in June, so around the same time as yourself. Upon hearing that I would require the waiver, I immediately went to my section chief. She was extremely helpful with finding information about the process. She found a template that my Shirt had made a while back, based off of Assignments in AFI 36-2110. The waivers and exceptions section within this AFI provides guidance on the process, which can be very vague. I have not heard of this waiver ever being denied.
Upon contacting the waiver authority, I was told that I would need verification that I had received an appointment before I would be given a waiver. The problem with this is that USAFA Admissions requested the waiver before the deadline of January 31st, 2020. Upon finding this discrepancy I contacted my Admissions Counselor and told her all of the information that I had gathered. She contacted a person that worked as an Admissions Reader, and I was given the recommendation to complete the application. She said that once my application is found to be complete and competitive, I would be given instruction to pursue the waiver.
I can provide the template that my Shirt provided, but I will have to wait until Monday when I can access the network. That is a lot of information, and I hope I can help you out! Just let me know how things go and I will provide the template.