Preheat grill pan to high heat and drizzle with olive oil.
Add half can pineapple chunks to pan; cook 4-5 minutes total, tossing frequently to lightly brown evenly. Remove pineapple chunks from pan and set aside to cool to room temperature.
Remove avocado flesh from shell and mash with a fork or potato masher. Mix in diced tomato, red onion, jalapeno, chopped cilantro, lime juice, salt and pepper. Gently mix in pineapple chunks.
Serve with tortilla chips, or as a topping to your favorite Mexican meal. Don’t forget the margaritas!