Preheat the oven to 425F. Then, prep the baby potatoes by cutting any larger ones in half so they are all similar in size.
Add the potatoes & 1 teaspoon of salt to a large pot. Then add cold water to the pot until it covers the potatoes by 1-inch.
Cover with a lid and boil the potatoes until they can be easily pierced with a fork, about 15 minutes. Then, strain and let them cool slightly.
Add the potatoes to a parchment-lined tray and smash them with a fork or potato masher. Ensure the potatoes are placed in a single layer during this step, though it is okay if the edges touch.
Brush the potatoes with the oil, then evenly sprinkle the remaining ½ teaspoon of salt and ½ teaspoon of pepper on top.
Add the tray of potatoes to the oven and bake for about 40-45 minutes until crispy.
Remove the potatoes from the oven and set aside to cool.