When cook time is complete on the Instant Pot®, allow pressure to release naturally for 10 minutes, then manually release any remaining pressure. Remove lid and transfer the chicken to a non-permeable cutting board.
When the chicken is cool enough to handle, cut into one-inch cubes and transfer to the large bowl with the tortellini.
Add the olives and tomatoes to the bowl, along with two tablespoons Italian dressing. Lightly season with salt and black pepper, to taste. Gently fold the ingredients with a spoon until thoroughly coated in the dressing.
Get the rest of the ingredients. Use 10-12” wooden or metal skewers, thread 1 black olive, 1 grape tomato half, 1 chicken cube, 1 tortellini, 1 chicken cube, 1 or 2 pieces of tortellini, 1 tomato half, and 1 black olive. Optional: 1 piece of mozzarella cube. Repeat this process until all skewers are complete.
This is of course the best part: to serve, transfer the finished skewers to a serving platter and offer the remaining Italian dressing on the side. Enjoy!