Peter Stindberg of Babel Translations has put together an exhaustive accounting of how Second Life inventory items can be transferred between users and what the nominal success-rates of those transfers actually are. Some kinds of transfers will always succeed (except in unusual circumstances – which admittedly do happen). Others will always fail. Some ride the grey zone in-between.
If scripted or non-scripted inventory transfers matter to you (and if you're a content-creator, a scripter or distributor, they probably do), it's definitely worth your time to check out Stindberg's very cogent analysis, which includes tips on how to mitigate non-delivery issues.
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