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Coco13
Jun 6, 2004

My advice to you is to start drinking heavily.
The biggest open question you need to answer is about job prospects. Scout a recruiter in your field in a few towns you're looking for and pick their brain about job prospects and what you can expect to earn. (And when you mention management experience in Silicon Valley with no Midwest job contacts but looking to move to be closer to family, they will absolutely help you out.)

Your 'things to do' all involve the outdoors - there aren't many national parks around in the Midwest compared Utah and California, but there's plenty of state parks. Here's a map of Wisconsin's. Or, look into buying a lakehouse in da up nortd dere.

The weather... buy a snowblower before September if you have a big driveway. Get used to wearing a nice sweater and a heavy overcoat. In Madison, there's only a handful of days each year where the wind and temperature combine to impose misery. Twin Cities have a few more, but also feature a downtown built around skywalks to avoid being outside. It's the two weeks in summer where it's a muggy 90+ that are the worst.

Underrated aspect of the Midwest - since you're in the middle of the country, there's no really long flights in the continental US. Minneapolis and Milwaukee airports have good routes, and Chicago can get you to anywhere in the world. Madison, for a small-rear end market still has directs to about 15 cities. It's a great feeling to take a direct to the east coast immediately after work and still be up for a late dinner and drinks.

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