In “Dreamy”, didn’t Grumpy help with fixing the electrical problem with the lights for Miner’s Day? Maybe Grumpy was supposed to be the elctrician but ended up the town drunk instead.
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Nothing is impossible on OUAT. Everything has a way of repeating itself. Keeper of the Keeper tread: https://oncepodcast.com/forums/topic/official-keeper-thread-3/#post-217924