I'm working on my job talk right now, and I'm deciding to take a break to write about creating next year's app if this talk doesn't land me a solid TT job.
In the situation where I can't find the best combination of city and school, I wanted to make sure that I can submit the best possible application next year. I'm even considering creating a home-lab to get some prelim data. I think this is my cautious nature. Will I have time? Probably not. Will I just accept any random R1 TT job? Probably.