PS: In at least one place, try to optimize for how you live, not just where. As an example, is life significantly better if you live within walking distance of water? Walking distance of water and retail? Maybe that’s only feasible in a smaller city, but at least you’d know what it’s like to live that way.
I've been to these cities before, so while I think the month-long stay is a good idea, I'm not sure if I need to do that. I work from home, so even if I moved to Miami for a year and didn't like it, it's not like a huge setback, I can move somewhere else next year.
I think it's more about finding the right people to network and be friends with (people with similar interests, other angel investors, etc.), regardless of city, and I think that's easier in larger cities. For example, I'm hesitant about Denver or Austin because of all the Leftists politics, which is why Houston/Miami is more appealing.
PS: In at least one place, try to optimize for how you live, not just where. As an example, is life significantly better if you live within walking distance of water? Walking distance of water and retail? Maybe that’s only feasible in a smaller city, but at least you’d know what it’s like to live that way.