First, the quantity really depends on the size of your jalapenos and how much you can stuff in them. The jalapenos I used were long but thin and I couldn't get a lot of mashed potatoes in them.
POTATOES
Wrap garlic bulb in foil and roast in the oven at 300 degrees 45 minutes. Remove from the oven and smash the clove with a fork. Set aside. (I usually roast a lot when I roast because you can use them in anything.)
Wash the potatoes and place them in a large pot. Cover with water. Add ½ tablespoon salt to the water. Bring to a boil.
Boil for approximately 20 minutes. Cook time will depend on how large the potatoes are. They will be done when fork-tender. Rub the skin off with two kitchen towels if you want the skins removed.
Add the potatoes back to the hot pan. Add the melted butter and stir until it's absorbed
Add cream cheese, heavy cream, roasted garlic, salt, and pepper to potatoes. Mash and stir until everything is incorporated and potatoes are the consistency you like. Add cheese and stir until cheese melts. Add more heavy cream if necessary.
JALAPENOS
Preheat oven (or grill or air fryer) to 350°F.
Cut the peppers in half horizontally. Use a small spoon to scoop out the insides.
Using a small spoon fill the jalapeno cavity with the mashed potatoes and place it on an oven-safe baking pan in a single layer.
Repeat with all the jalapenos. After they're all filled with mashed potatoes, top them with the remaining ½ cup cheese and bacon bits.
If Baking: Bake for about 15 minutes or until they're heated through and the cheese on top is melted.
If Grilling: Place tray with jalapenos on indirect heat on the grill. Close the lid and grill for 10 to 15 minutes (depending on the grill temperature) until they're cooked through and the cheese on top is melted.
If air frying: I have this air fryer/toaster oven combo that a baking pan fits in so I put the whole pan in it. If you have a traditional air fryer place the jalapenos in the air fryer basket and spread in a single layer. Air fry at 350°F for 8 to 10 minutes or until done.