Preheat the oven to 350°F.

Cut the bread into thick slices, about 1/2 inch thick, and then cut each slice into small squares. Place the squares onto a baking sheet and drizzle the olive oil on top and toss to fully coat. Spread in an even layer and bake for about 5 minutes or until golden brown and slightly crispy. Remove from the oven and allow to cool slightly.

In a small bowl, combine the mayonnaise and prepared pesto.

Spread some of the pesto mixture on top of each bread slice. Layer with lettuce, a cherry tomato, and crispy bacon on each. Skewer with a long toothpick to hold in place, but also to make it easier for your guests to grab. Serve at room temperature.