In an oven-safe, deep skillet: heat olive oil over medium high heat
While skillet is heating, sprinkle all 4 chicken thighs with Italian seasoning, sea salt and pepper
Place chicken thighs skin-side down in hot skillet. Cook for 6 minutes to form a crispy skin (do not move chicken at all for the full 6 minutes)
Turn chicken over and cook on opposite side for 5 minutes
Remove chicken from skillet and place on plate to hold until sauce is complete
In the same deep skillet, turn heat down to medium.
Add onion and garlic, stir almost constantly so garlic doesn't burn. Saute 5 minutes
Pour in red wine, stir until you loosen any chicken bits from bottom of skillet.
Add the remaining ingredients, capers, olives, anchovy paste, crushed red pepper flakes, tomato sauce, salt and pepper. Stir gently to combine.
Place seared chicken thighs on top of sauce, make sure their crispy top skin is on top.
Transfer skillet to 375 oven and cook (uncovered) for an additional 30 minutes
While chicken is in the oven, heat large pot of water to boiling, add a generous couple of tablespoons of sea salt
Once you carefully remove skillet from oven, add ravioli to boiling, salted water and cook until ravioli floats to the surface. Anywhere from 3 - 7 minutes
Drain ravioli
To plate: place ravioli on plate and top with puttanesca sauce. Top with parmigiano reggiano cheese.
Place chicken thigh on plate...do not cover thigh with sauce so the skin stays crisp
Serve with a lovely fresh green salad and good Italian Red wine