Preheat oven to 450. Using a baking sheet toss squash with olive oil and salt & pepper. Spread in single layer and cook for 20 minutes.
Using a nonstick skillet season pork with salt and pepper, thyme. Add a tbsp of olive oil to plan and place pork in it. Cook for about 3 minutes until browned on both sides and pork is cooked thoroughly Set aside.
Add 1tsp olive oil to plan and cook celery and red onion. Cook until crisp tender and add garlic, capers, thyme. Garlic should be golden. Add squash, vinegar, sugar, and 1/4 c water and cook down until absorbed.
To serve place pork on plate with some of the squash mixture.