The main advice I'd give, is that you will be expected to change your own tires, and the jack that comes with the pickup isn't big enough. It's really dangerous. Buy something along the lines of a little 2 ton jack, and keep it under the sloping shelf. It's faster and safer. You might think it's silly that you should have to buy it, and it is, but just do it. It's not worth the risk of getting hurt.
Keep a tow rope behind the seat in the winter, along with a little shovel.
As far as calling customers... what the old-timers around here always say, goes something like this: (1) Never burn customers in the summer, by trying to leave stuff in town. (2) Never leave stuff that might make them upset-- big, awkward, possibly damaged. (3) Never leave stuff without their approval.
In the winter, if a road looks questionable, and a customer tells you it's okay and it turns out not to be, you know that customer isn't a reliable source of info. Learn from when you get burned, and maybe just EC that stop in the future on iffy days.
In the winter, you can almost always get through the first drift, and the second. It's the third and fourth drifts that you get hopelessly stuck in. Don't drive through stuff that you can't back through, unless the road is wide/cleared enough to do a three point turn. You can get through pretty big drifts, as long as the road is pretty clear on both sides. 5" snow not yet plowed, plus drifts, is not good.
When you find yourself saying, "I can get through anything in this pickup," you're about to get stuck.
