Preheat the oven to 425 degrees F.
Place the sweet potatoes in a large bowl and drizzle it with the oil, 1 Tablespoon of honey, and a big pinch of salt and pepper. Toss to coat evenly.
Transfer the potatoes to large rimmed baking sheets, spreading evenly.
Roast until caramelized, 20-25 minutes, flipping the potatoes halfway through.
Meanwhile, in a small saucepan, bring the chile, vinegar, and remaining 2 tablespoons of honey to a boil and reduce to a simmer.
Reduce the heat and simmer for 4-6 minutes until syrupy.
When potatoes are finished, spoon the agrodolce over them.
Finish with the pepitas and sage and serve right away.