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I'm fairly new to the forum, so I never realized there was so much hate for the "do you ever get to the _____________ area?" replies to ads. Fortunately I've never thrown one of those out to a seller here, but confess that I have thought about it. In the past, I've done a couple of deals on Craigslist or Armslist like that. In one case, the seller and I were both going to the same local archery 3D shoot. In the other case the response was "yeah, my mom lives there". Based on this thread, I will refrain from posing that question on this forum.
Personally it doesn't really bother me. There's usually no way to know what the attitude behind it is, whether it's "Bring it to me and I might buy it", or "It's hard for me to travel, any chance you're coming this way anyhow?"
There is a difference, and I really don't see the harm in asking. No, it's definitely not worth my time to drive an hour each way to sell $100 worth of surplus ammo, but if I end up going that way anyhow, I'm glad to do it. This exact thing happened last week. The buyer asked if I could meet partway, and when I said I couldn't, he was fine to come to me but it would take a few days. No problem, I'm rarely in a hurry. Then the next day I ended up needing to make a trip in his direction, and it worked well to drop it off and save him a trip.
Never hurts to ask, in the right way. People travel all over, all the time, and some people just like to take a drive. Some people have a hard time traveling at all. You never know.