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You are describing the service model in the "young lady's primer" in Stephenson's Diamond Age. In that book, the author noted that you ended up needing the same Turk to provide the service because a continuous situational understanding was required to infer the user's needs.
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Seconds before your shift is up on a Friday night... "please wait while Windows installs updates." You end up getting stuck in the thing all weekend because the sys admins couldn't be bothered to stick around. This is the hell of being a Jeeves Butler gig worker.