I've kicked it around before as well. Having known and done business with several C&R holding folks, the notion is rather tempting. The paperwork and logistical headache is a legitimate concern though, doubly so that the ATF can inspect your premises/records.
Is the hassle of keeping meticulous records for years less than the hassle of going to your dealer every XXX days.
Personally, I find going to the gun shop and paying $20/pop worthy of my time. Purely because I find so many good deals there that my time is dual purpose. This week for example I got a lot of S&W grips from 1915-1980, some of which were rather scarce, for a bargain. Just because I'm the 'smith guy' and I stop in once a few times a month. Sure a C&R license would have eliminated the hassle for one gun I picked up, but I would've missed out on the other bargain, the experience in general, and the great displeasure of being stuck in traffic on the drive home. YMMV