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Step 1
Spray your slow cooker HEAVILY with nonstick spray or rub down with butter or oil.
Step 2
Add the melted butter to the bottom of the slow cooker and sprinkle over the brown sugar. Mix lightly with a spoon and spread out evenly over the bottom of your slow cooker.
Step 3
Lay down the pineapple rings on top of the brown sugar mixture. My slow cooker fits 6 perfectly. Add a cherry in the middle of each pineapple.
Step 4
In a medium sized bowl add the cake mix, 1 cup of pineapple juice (if you don't have enough pineapple juice from the can, add water), eggs, oil and vanilla. Mix with a spoon until combined, do not overmix or try to remove the lumps.
Step 5
Pour the batter over the pineapple in the slow cooker.
Step 6
Place the lid on the slow cooker and cook on HIGH for 2 hours. If your slow cooker cooks hot, it may be a little less time. You know your cake is done when the cake is set in the center.
Step 7
Remove the insert to a cooling rack when the cake is done. Let cool for about 20 minutes before attempting to turn over onto a platter or cutting board.
Step 8
Flipping the cake on to a platter or cutting board works best with two people if possible.