Getting ready to rout the headstock, I bandsawed as close as I dared to the template then considered the problem areas. At the top, when I rout towards the top and out, there's typically no issues with grain tear out. Going the other way, however, coming down from the tip, going against the grain, that's when bad things happen.
I don't like bad things.
So I took it to the spindle sander to get as close as I dared, so that there'd be as little wood for the router bit to grab as possible.
Turns out I dared quite well. As I was doing it I decided to just go ahead and sand to the template, being careful not to sand into the template. Before I knew it the whole headstock was done and the router never had a chance to spoil my day (and the headstock!)