If you said yes to either question, then investing is probably something worth doing
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Once its in your graveyard, there are tons of ways to recur Expropriate from your graveyard
For example, if the second ability of Hoarding Dragon from the Foundations release ("When this creature enters, you may search your library for an artifact card, exile it, then shuffle.") is copied and two cards are exiled, then when Hoarding Dragon's third ability ("When this creature dies, you may put the exiled card into its owner's hand.") later resolves, if you choose to put "the exiled card" into its owner's hand, both exiled cards will be put into their owners' hands
That means it stays relevant against both casual players and more modern meta tactics
The beginning of upkeep is when all abilities that trigger on upkeep or at the beginning of upkeep go onto the stack