Heat oven to 350°F. Toss the 1 1/2 cups of bread cubes with the 1 tablespoon olive oil and the 2 cloves minced garlic and season with the 1/4 teaspoon kosher salt and freshly ground black pepper in a large bowl. Spread in a single layer on a baking sheet and bake in the oven until toasted and crisp, about 15-20 minutes.
Turn oven up to 475°F. Toss the head of chopped cauliflower with the 2 tablespoons of olive oil and season with the 1/2 teaspoon kosher salt and 1/4 teaspoon freshly ground black pepper. Roast in the upper third of the oven until browned and tender, about 15 minutes.
Remove from oven and add the 3 tablespoons chopped mint, 8 chopped cherry peppers and 3 tablespoons of juice right onto the baking sheet. Toss it all together and give a taste. Does it need more salt? More pickle juice? Maybe a drizzle of olive oil? Add it! Transfer to a serving platter. Crush the croutons into smaller pieces and sprinkle over the cauliflower and serve!