Random sad Skyward Sword headcanon:
Beedle's Loftwing died some time ago.
To cope, he built a flying shop that allows him to get around the many Sky Islands without a bird, but even then he's still a bit of a recluse. It's why he flies out to a distant island to sleep at night; he still feels like half of what he used to be. And given that his "salesman voice" is so different from his true, relaxed voice, he's still trying to find what it means to be "himself" again.
And if you want more angst, his island could be where his Loftwing died and/or was buried ok ok I'll see myself out
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