If your budget will stand it, I'd bite the bullet and go for the outfitter resupply! Consider that avoiding the inevitable motel and restaurant meal costs involved in a town visit will help offset the outfitter cost. Of course this presupposes that you can last a month without hot showers or ice cream....

Unless you get off schedule, the packers can carry out messages to your family. You could also get a SPOT so your family can track your progress.

As oldranger already mentioned, if this trip is to update your guidebook, all the expenses are tax deductible anyway!