Preheat your oven to 375°F (190°C)
Place chicken breast on one side of a baking sheet and jalapeño halves on the other side
Drizzle both with olive oil and sprinkle with salt
Arrange bacon strips on a separate baking sheet
Place both sheets in the oven and bake for 20-25 minutes until chicken is cooked through and bacon is crispy
While the chicken and bacon cook, combine ¾ cup cheddar cheese, cream cheese, sour cream, milk, and cayenne pepper in a large mixing bowl
Once cooked, shred the chicken, crumble the bacon, and dice the roasted jalapeños
Reserve ¼ of the jalapeños and ¼ of the bacon for topping
Add the remaining jalapeños, all of the shredded chicken, and ¾ of the bacon to the cream cheese mixture and stir to combine
Spread the cauliflower florets evenly in the bottom of a 9×12-inch baking dish
Pour the cream cheese mixture over the cauliflower and spread to cover evenly
Sprinkle the remaining ½ cup cheddar cheese on top, followed by the reserved jalapeños and bacon
Bake for 20 minutes or until golden brown and bubbly
Let stand for 5 minutes before serving