I think the major point when you're looking to relocate is the relationship between your job and shopping locations, and your residence. If you can stay in older parts of a town (say, built before 1960), there's a lot of neat places to live. After that, and you start getting into an imitation Los Angeles: suburban neighborhoods isolated by limited access roads and major surface roads that take some foolish courage to ride.

If you land a job on the outskirts of any large town or city, you're going to need some mojo to get to that job. Likewise, if you move into a nice new suburb outside the beltline and work downtown, good luck! But if you can land a job closer to "downtown" and find a house or apartment within 5 miles or so, you've got a very good chance of being able to find small, parallel, residential streets on the grid that are pleasant to cycle.