Start by heating the extra virgin olive oil in a large non-stick skillet over medium-high heat. The oil should shimmer after a minute or so, signaling it is ready. Add the chicken pieces, seasoned with Italian seasoning, Kosher salt, and black pepper. Sauté until golden brown and fully cooked, which usually takes about 5-7 minutes. Be careful to avoid overcooking, as this can cause the chicken to dry out.
While the chicken cooks, bring a medium pot of salted water to a rolling boil. Add the penne pasta and cook until al dente, which should take around 8-10 minutes. The pasta should have a slight firmness when bitten. Keep a close eye to prevent it from becoming mushy and sticking together.
Once the chicken is thoroughly cooked, reduce the heat to medium and pour in the heavy cream. Sprinkle in the parmesan cheese and stir until it melts and combines with the cream, creating a silky sauce. Be careful not to bring the mixture to a vigorous boil.
Stir in the basil pesto and sun-dried tomatoes until they are evenly distributed throughout the sauce. Take a moment to enjoy the fragrant aroma as the flavors come together.
Drain the cooked pasta and add it directly to the skillet with the chicken and sauce. Gently toss everything together to ensure the sauce coats the pasta thoroughly. If the sauce appears too thick, add a splash of reserved pasta water to reach the desired consistency.
Sprinkle in the red pepper flakes and toss the mixture again for a hint of heat. Garnish with torn basil leaves for freshness and a vibrant finish. Observe how bright and inviting the dish looks; keep tasting along the way to ensure flavors are balanced.