I've had some lockups when trying to do searches or use the web while it's indexing lots of books. But restarting works fine and the Kindle picks up where it left off. More recently, I found it crashes a *lot* when it's indexing and it gets low on space (< 50MB) and you try to do a search or enable text-to-speech. So now I'm trying to keep about 100MB free at all times.
But loading 50 MOBI books on? You should be fine with that; go ahead and do it and just let the Kindle finish indexing them (it indexes a typical book between 15 seconds and 2 minutes).
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