Preheat oven to 400 degrees fahrenheit. Cut vegetables for roasting into ¾” pieces. Toss with olive oil, salt, and pepper on a large rimmed baking sheet. Roast for 15-30 minutes until tender enough to be pierced easily with a fork and browned to your liking. Roasting time will vary depending on the type of vegetables you use.
While veggies are roasting, add all dressing ingredients to a food processor or blender. Blend until smooth. If the dressing is too thick to pour easily, you can add a little more olive oil, up to 1 more tablespoon.
Chop lettuce and olives and add to a large bowl. Thinly slice lunch meat and cheese (if not grated) and add to the salad.
When the veggies are done roasting, add to the salad as well. Top the salad with the dressing and toss until well coated. If you have leftover dressing, use it as a dip or sandwich spread!