I don't recall having the break in the insoles, though that could be just that its been a while and it wasn't much of an issue if at all. No telling how your feet work in your boots though. Mt Hathorn Smoke Jumpers were a bugger to break in, but 2-3 weeks and they started getting decent, then have been great ever since, even after sending them back for a rebuild once, the new break in wasn't as much as the first time for some reason.
Some people used to get their new boots soaking wet the first day, then walk them dry to break them in. I never tried it. Youd want to oil them after drying them out if you try it. The newer generations of boots probably wouldn't take well to that, but ones made in traditional methods and materials may.