I've only had this happen once. It was with one of the big companies (can't recall which one, but I think it was GEICO). They used some underwriter based in California and sent out a local guy to look at the property (outside only). He found a couple of cracks in the concrete driveway, and they ended up telling me it had to be fixed before the policy could be issued and gave me 8 days to have it remedied. It was February, and my driveway was frozen over.
I asked them how they expected me to repair the driveway within 8 days with a layer of ice and snow on top of it. They did not have any advice but refused to give me more time to deal with the issue. I switched my policy to a different provider.
They did have the lowest rate at the time, but not by much, so I wasn't' going to deal with a bunch of knuckleheads