Preheat oven to 400 degrees.
Spread one side of each chicken cutlet with a thin layer of pesto, about 2-3 teaspoons for each cutlet. Sprinkle a few sun-dried tomato slices over the pesto. Roll up each cutlet, keeping the pesto and sun-dried tomato on the inside, and secure with a couple toothpicks.
Drizzle the roulades with olive oil and rub all over the outside. Season with salt and black pepper and spread evenly on a baking dish.
Bake the chicken roulades in the upper third of the oven for 20-25 minutes until browned and cooked through. Remove from oven and let cool for a few minutes. Slice each chicken thigh into 1-inch rounds and serve.
