For me, it was timed for after chest surgery and I'd been on T for 8 months by that time. If I could've waited longer, I would've, because it was agonizing looking like such a young guy, but my voice meant that I had to do it then. If I'd been younger it wouldn't have been such a problem, but looking 15 at 42 was difficult.
Because of my job I had to pick a moment well ahead of time, before I knew what I'd look like or how I'd present. As it turned out, my voice had changed, but my face hadn't changed much by the time I went full time. It worked out ok given my age and circumstances, but it would have been nice to be able to do what Tink and Cindi did - just change locale and job and start a new life.
Dennis