Wash and cube potatoes. Place chicken into a crockpot and add cubed potatoes. Sprinkle with Italian seasoning, drizzle with olive oil, and cook on high for 3-4 hours.
About 1 hour before chicken has finished cooking, preheat oven to 400 degrees Farenheit.
Peel carrots and slice into rounds. Slice mushrooms.
Add carrots to a baking sheet and toss with olive oil, thyme, salt, and pepper. Bake for 15 minutes.
Remove carrots from oven, stir in sliced mushrooms, and bake for another 15 minutes. Meanwhile, chop the pineapple.
Serve chicken and potatoes with veggies and pineapple on the side. (Serving size: 1-2 pieces chicken, 1 cup veggies, 1 potato, 1/2 cup pineapple)