Ultimately, it's a question of how much risk you are willing to accept. I have a couple of barrels chamberd to .30-40 Krag and lots of folks think that's dangerous, but the Krag has a significantly smaller case head than the .444 and I think it's fine. Of course, I ride motorcycles, too. I do not, however, do wheelies in traffic, and I don't intend to own a Contender barrel in .444 either.
RonF