I do have to make frequent stops (130 miles or so) for gas, and probably will be riding partially at night, so would much rather carry because I'm not the biggest guy and don't like wandering into uncharted waters without backup. I also have figured that realistically there isn't that large a chance of someone actually stealing out of my bike. But is that risk worth it? I'd like to know your thoughts, not just a I would(n't) carry.
And if you have long bike riding experience, I would always welcome that too!

(Also if I had the option of locking it up in a friends car who is up there, would it then be worth it? If I flew in?)
*edit* As a reminder, Omaha is on the border with Iowa which does not honor any permits from any other states, there is a very small chance I will cross the border, and of course will follow the laws on carrying. (The border city is very small, and I don't actually think much will happen that I would be involved in over there.