Cut the potatoes into 1" cubes and put into a large pot.
Chop the kale into 1" pieces and place on top of the potatoes.
Add water to the pot and cover. Place on high heat until the water starts to boil, then turn down to low heat and cook for 20 - 25 minutes.
Turn off the heat, add butter, cream cheese, cheddar, milk, salt, and pepper.
Mash the potatoes until smooth or at your desired texture.
Serve and enjoy!