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Slice 3-4 medium sweet potatoes lengthwise, right down the middle.
In a bowl, combine the olive oil, maple syrup, cinnamon, salt, pepper, and vanilla extract. Whisk everything together until it forms a smooth, lightly thickened mixture.
Add the sweet potatoes to the bowl and coat them evenly, making sure the flat side is fully covered.
Line a baking sheet with parchment paper and place the sweet potatoes flat side down.
Bake at 400°F for 50-55 minutes, until the bottoms are deeply caramelized and the centers are tender.
Let them cool for at least 10 minutes before moving them.