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How can this practically work though? As Earth goes around the Sun 90 degrees, orbit will become half-shadowed.

The earth isn't exactly round, you can use this to process your orbit exactly 360deg/year so you can always stay in the sun. https://en.wikipedia.org/wiki/Sun-synchronous_orbit

s/process/precess/

It's wild that I didn't even realize it didn't say precess until I saw your comment. Brains are weird.