Ben and Birdy's original "Crack Broccoli" recipe earned its name by being "the first thing to disappear at a party." When my sister-in-law made it for dinner, we couldn't get enough, and got a good laugh out of the recipe name. This reliable, easy roasted broccoli with just three core ingredients is a perfect accompaniment for steak and roasts.
Preheat oven to 500°F (450°F if using a silicone liner).
Wash the broccoli and cut off the main stem. Chop or break the head into large pieces, ideally no more than ½ to ¾" thick at their widest point, and place in a large bowl. Break the florets right into the bowl to minimize clean-up; slice into uniformly 1/2" thick pieces for a more consistent result.
If using the stem, make sure to discard the rough end and any partial "branches" and peel the hard, fibrous skin off with a vegetable peeler before slicing the remaining soft inside stem..
Generously sprinkle the broccoli with olive oil. Lightly sprinkle with sugar, salt, and pepper. Mix well.
Line baking sheet with foil or silicone baking liner. Spread broccoli in a single layer. Use a second sheet or bake a second batch if they will not fit comfortably in a single layer.
Bake until broccoli is lightly browned and sugar starts to caramelize, 10 to 15 minutes (add 5 minutes if using a silicone liner). If it looks like the broccoli is starting to burn, flip halfway through baking time.
Preheat oven to 500°F (450°F if using silicone liner). Break broccoli into pieces; microwave for 60-90 seconds if pressed for time and let cool slightly before proceeding. Place broccoli in a large bowl and sprinkle generously with extra virgin olive oil, sugar, salt and pepper. Spread in a single layer and bake for 10-15 minutes (reduce time by 5 minutes if microwaved) or until lightly browned.