Preheat your oven to 425 degrees.
In a skillet, cook the bacon on each side for a couple of minutes. You want to cook it a little, but keeping it pliable so you can wrap the avocado with it. Drain on a paper towel and allow to cool.
Wrap a piece of bacon around each avocado slice. Sprinkle with everything bagel seasoning to taste.
Place on a parchment paper lined baking sheet & bake for 15-18 minutes, or until the bacon has reached the level of crispiness that you want. Remove from the oven & slice the wedges in half widthwise.
At the same time that the bacon wrapped avocado is cooking in the oven, cook the cherry tomatoes in the oven at the same time. You'll need 2 cherry tomatoes per avocado wedge (as you're cutting the avocados in half). Drizzle with olive oil, sprinkle with a little everything bagel seasoning, & bake for 15-18 minutes.
Using a toothpick, secure a roasted cherry tomato to each bacon wrapped avocado piece.