Preheat oven to 450ºF and line a sheet pan with foil. Drizzle 1 tablespoon of olive oil directly onto foil and spread evenly.
Remove the outer green leaves from the heads of cauliflower and trim the stems. Cut cauliflower heads into 1½ inch steaks. Some florets will naturally break off.
Place cut cauliflower onto prepared sheet pan. Drizzle with remaining 1 tablespoon of olive oil and sprinkle with ½ teaspoon of salt and ¼ teaspoon of freshly cracked black pepper. Roast in the oven for 20 minutes, flipping halfway through, until a golden brown crust forms.
While the cauliflower roasts, mix hot sauce, vinegar, Worcestershire sauce, minced garlic, remaining ½ teaspoon of salt and Sour Cream together in a bowl.
Arrange roasted cauliflower on a platter, drizzle with buffalo sauce and garnish with chopped chives and picked dill leaves.