This is an easy salad to please a crowd: endlessly adaptable and goes with just about anything. I think of it as a life-long salad situation: make it on repeat, swapping in what you have on hand and what you like.
Mix the salad. In a large bowl, combine the romaine lettuce, radicchio, red onion (or shallots), cherry tomatoes, olives, and pepperoncini. Toss gently to mix.
Make the Italian dressing. In a mason jar or sealable container, add the Italian seasoning, salt, red wine vinegar, and olive oil. Close the lid and shake very well. (Or, add the Italian seasoning, salt, and vinegar to a small bowl. Whisk as you slowly drizzle in the olive oil, whisking until emulsified.)
Dress and serve. Pour the dressing over the salad and toss. Add the shaved parmesan and a dash of black pepper. Taste and adjust seasoning. Mix in the croutons, if using, and serve.
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Notes
Make ahead: You can prepare the dressing and salad the night before. Store them separately, covered in your refrigerator. Give the dressing a good shake/whisk before using, and dress the salad just before serving.
Leftovers: This salad is best right after you dress it, but radiccio and romaine are hearty enough that leftovers should last for a day or so in your fridge–it’ll just be a bit less crisp.
If you don’t use all the dressing: Store, covered in your fridge, for up to 2 weeks.