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1
Butter the inside of a 4-quart slow cooker insert.
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2
Line it completely with a double layer of foil, then butter the foil.
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3
Cut up 4 tablespoons of the butter and sprinkle in the bottom of the insert, along with the brown sugar and rum.
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4
Arrange the pineapple slices in overlapping circles to completely cover the bottom of the insert; press into the sugar mixture.
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5
Combine the flour, pecans, baking powder, cinnamon, nutmeg and 1/2 teaspoon salt in a medium bowl.
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6
Combine the remaining 6 tablespoons butter and the granulated sugar in the bowl of a stand mixer fitted with a paddle attachment (or in a large bowl if using a hand mixer) and beat on medium-high speed until light and fluffy, about 3 minutes.
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7
Scrape down the sides of the bowl and beat in the eggs and vanilla until incorporated.
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8
Reduce the speed to low and beat in the flour mixture until just incorporated.
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9
Add the milk, increase the speed to medium-high and beat until smooth, about 30 seconds.
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10
Evenly spread the batter over the pineapples in the slow cooker.
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11
Drape a double layer of paper towels over the top of the slow cooker (without touching the cake) to prevent condensation from dripping from the cover onto the cake.
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12
Cover and cook on low until a toothpick inserted in the center comes out clean, 3 to 4 hours.
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13
Turn off the slow cooker and let the cake rest for 20 minutes.
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14
Lift the cake by the foil and place on a rack to cool (it can be served warm or at room temperature).
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15
Carefully invert onto a platter and peel off the foil.
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16
Whip the cream until soft peaks form.
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17
Fold in the confectioners' sugar and chopped cherries.
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18
Serve slices of cake with a dollop of whipped cream and a cherry on top.