I have a fear that I’m going to break my neck, or suffer from some other really bad injury if I attempt a headstand. This is why I’ve delayed attempting this goal. However, that fear may be irrational. So I’m going to take a stab at this, and go very slowly.
I also want to be able to do a handstand, which seems easier than a headstand to me. I found a website that recommended working your way from a headstand into a handstand, so perhaps the latter is more difficult. In any case, they suggested to get started by placing your hands on the ground next to a wall and stepping up the wall with your feet.
This evening, I did this with my face to the wall, and got to about a 45 degree angle. Then I rested there for about 30 seconds, and came back down.
I’ll try doing this on a daily basis. The idea is to get my nervous system to adjust to balancing in this way, and to test my upper body strength. I lift weights for strength training, but I don’t lift anywhere near my bodyweight over my head. I also have had some minor shoulder injuries. I don’t want to make those flare up, so I will proceed cautiously.