Preheat oven to 425
Cut top off of garlic head, exposing each clove. Set in a piece of foil that's big enough to cover whole garlic head. Drizzle with olive oil and wrap up tightly. Roast in oven for 30-35 min. or until tender.
While your garlic is roasting, wash and cube your potatoes. Put cubed potatoes in a large pot, cover potatoes with cold water, and salt. Bring to a boil and cook until fork tender.
When your garlic is finished roasting, allow to cool for a few minutes. Then pop out each clove into a small bowl. Use the back of a wooden spoon to smash garlic into a paste.
When the potatoes are ready, drain and transfer to medium bowl. In the same pot you boiled the potatoes in, combine butter and half & half over medium heat. Heat while stirring until butter is melted.
Add warm butter/half & half, and garlic paste to potatoes and mash. I would start by adding only half of the butter/half&half mixture while mashing and add more to get to the consistency you prefer. Serve immediately. Enjoy!!