Start by placing the potatoes in a large pot and covering them with cold water. Bring it to a boil, then simmer until the potatoes are just tender. Straining and cooling them slightly helps them hold their shape when smashed.
Brush a baking sheet with olive oil. Place the cooled potatoes and gently smash them with a masher or the bottom of a glass. Drizzle remaining olive oil over the potatoes and season with salt and pepper. Roast at 450°F for 25–30 minutes until golden and crispy.
While the potatoes roast, whisk together Greek yogurt, buttermilk, garlic, chives, dill, Dijon mustard, and a pinch of salt and pepper. This herb-rich dressing is light yet flavorful, perfectly coating the potatoes without overpowering them.
Once the potatoes are roasted, let them cool slightly. Transfer to a large bowl and toss gently with the dressing. Add extra fresh herbs on top and adjust seasoning to taste.
Serve warm for the crispiest texture, at room temperature, or chilled straight from the fridge. Each option has its own charm, and the flavors only improve slightly as they sit.