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I've never used the Milgard windows, but their warranty covers installation, and that gives me a bit of confidence in the company. Most issues with doors and windows are due to poor installation/site conditions. That said, I couldn't recommend them since I've never installed their product.
Again, just to clarify, I never send someone without a helper, so it would be 16 man hours depending on the specifics of your house.
If you're still not sure, you could go to some of the better looking projects in your city and talk to the project manger/site super to get their take on what your options are. You might be able to find a local manufacturer of custom windows and get a really great product with the vertical grain doug fir, and also a lead on a good installer.
Cheers,
Marc
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