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Heat the olive oil over medium-high heat. Add ground beef, garlic powder, salt, and black pepper. Cook, breaking apart ground beef until no pink remains. Remove from heat; add spaghetti sauce and Italian seasoning.
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In the bottom of your crockpot, spread about ¼ of the sauce mixture. Add a layer of ravioli. Repeat with remaining sauce and ravioli, alternating layers.
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Cook on low for 4 hours. Sprinkle on cheese and continue cooking until cheese melts, about 30 minutes.
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Serve hot with Parmesan on top.