Grumulkin is right. I've had a couple Contenders in .44 mag and have never crimped any loads, including those with H110, my favorite oomph powder. It always seemed strange to me that a light fold of thin brass would make any difference in overcoming the inertia of a 300gr bullet, or any bullet, pushed by 40,000psi. Try pulling an uncrimped bullet after a loading mistake, using the old pliers & press method. Providing you've used a proper resizer die, it virtually ruins the bullet--if you can do it at all.
Besides, given the often longer chambers of a single shot barrel, loading the bullet long may not line up a crimp groove in the first place.