I remember my MX supervisor telling me that he'll be waiting for me when I fail out of Boom training. This was a few days before I left for training. It was said when we were alone (no, he didn't touch me) and he was dead serious. 15 years later, I flew through Hill, flying my Huey as a pilot. I didn't see him waiting.
As a pilot, leadership at the squadron was upset when I wanted to be a pilot first. Being a prior sweaty, I could easily make it to retirement without doing queep. I flew my best but didn't do extra things. I wrote awards for my airmen, I helped several of my dudes with their OTS packages (a few are USAF pilots now) and took care of them as best I could. However, I didn't take care of myself. I refused to write awards for myself and I really thought I'd get that easy promotion to O-4. The other thing I did was play my cards too early. Don't let leadership know your intentions. I was passed over for the first time, when I was the Chief of Stan/Eval. In my 17th year on AD, I volunteered for a 365 in hopes that I could stay at my last duty station so my son could graduate high school at the same place that he started. I was denied because I had previous deployments and they had a volunteer who needed a deployment for experience. I was at 18 years when they said no to the high school senior deferment program. They realized that I was passed over and would be forced to retire at 20 and they still PCSd me. My family stayed in place for my son, who went to 8 different schools, could graduate with his friends. When I PCSd for the last time, I went as geographically separated bachelor. As a passed over O-3E, I got to fly as much as I wanted (😃). I took as many TDYs as I could. On one such TDY, my commander told me I was on the shortlist for a 365. Later that night,when I was pounding a few brews, I mentioned it to some of of the other pilots and two of them essentially fought to take my non-vol. The same non-vol that I volunteered for a year earlier. Two months after I retired (forced out for failure to promote), I received a letter from my CC informing me that I had finally made Major. He wrote, "Sorry Biff, too little too late".
I never failed a checkride as a pilot (hooked my first MSN check as a boom). I never got a dui or into any trouble 😉 that required paperwork. I took care of my people as a NCO and as a CGO. My last supervisor was a Lt in my flight a few years prior.
When I got out, I got my ATP and flew for Compass (God rest her soul). After Compass, I decided I had enough of being gone and elected to work very little and enjoy my time with my family.
In the end, don't trust leadership to look after you if you don't play along. Also, you'll definitely enjoy life if you decide to get out.