Cut end off end of head of garlic, place in foil and drizzle with olive oil.
Close up foil and bake in 400 degree oven for 30 minutes.
Allow to cool.
Peel and dice potatoes into 1/2" cubes.
Cover in water in large pan and boil 20 - 30 minutes, until soft.
Add 4 cloves of the roasted garlic by popping out of their skins.
Mash potatoes with a masher until everything is pretty mashed
Use hand mixer to smooth out any remaining lumps.
Slowly add cream until potatoes reach right consistency.
Season with salt and pepper to taste.