Only three things really come to mind, all of which were minor setbacks but not game changing.
1) I sold my Crystal Chitin Armplates to a vendor by going WAY too fast. I clicked through a bag onto my equipped arm slot and hit sell. I realized I was doing it right as I clicked. Couldn't get it back from the vendor after sinking in about 500pp (I sold it to a widely used one), so I just ate it.
2) Drop transferred about 2k worth of gems/items and they were gone when I came back. Not sure if someone took them or they rotted.
3) Never trained forage on my druid and got to 60 with all my skill points spent. To this day I am unable to attain it.
Thankfully, I've never had anything else lost on a drop transfer or on one with someone doing it for me. I've probably been lucky but I also haven't attempted with anything more expensive than a fungi (and commonly, the items aren't even near that value).
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