01 - Prepare the vanilla cake according to package directions or your favorite recipe. Bake until a toothpick inserted comes out clean. Allow the cake to cool completely on a wire rack before proceeding.
02 - In a medium bowl, beat together softened cream cheese and butter until smooth and creamy. Gradually add powdered sugar, beating until fully incorporated. Stir in vanilla extract until frosting is silky and well-combined.
03 - Crumble the completely cooled cake into fine crumbs in a large bowl. Add frosting one spoonful at a time, mixing with your hands or a spatula until the mixture holds together when squeezed but isn't overly wet or sticky.
04 - Portion the mixture into 24 equal pieces. Roll each portion into a ball, then gently flatten and shape into a rounded triangle or teardrop to resemble a watermelon wedge. Place shaped pops on a baking sheet lined with parchment paper.
05 - Melt a small portion of green candy melts in the microwave in 30-second intervals. Dip about 1/2 inch of each lollipop stick into the melted candy, then insert into the bottom center of each cake pop. Place in the freezer for 20 minutes to set firmly.
06 - Melt pink or red candy melts with 1 teaspoon vegetable oil if needed for smooth consistency. Dip each chilled cake pop into the melted candy, covering completely except for the very bottom edge. Gently tap off excess coating and immediately press mini chocolate chips into the wet surface as seeds.
07 - Melt green candy melts separately. Dip the bottom portion of each set cake pop into the green melts at an angle to create the watermelon rind. Stand pops upright in a cake pop stand or styrofoam block to set completely.
08 - Allow cake pops to firm up at room temperature for 1-2 hours or refrigerate for faster setting. Serve chilled or at room temperature. Store in an airtight container in the refrigerator for up to 3 days.