Prep the mushrooms: Wipe the portobellos clean with a damp paper towel. Trim the stems.
If the gills seem very dark and you prefer a lighter flavor, gently scrape them out with a spoon. Pat the caps dry.
Make the marinade: In a small bowl, whisk together olive oil, balsamic vinegar, soy sauce, Worcestershire, Dijon, garlic, smoked paprika, onion powder, black pepper, and salt.
Marinate: Place the mushrooms cap-side down in a shallow dish. Spoon half the marinade into the cavities, then flip and coat the tops with the rest.
Let sit for 10–15 minutes while the air fryer preheats.
Preheat the air fryer: Set it to 380°F (193°C) for 3–5 minutes. A hot basket helps create crisp edges.
Arrange in the basket: Place the mushrooms in a single layer, cap-side down. Avoid crowding—work in batches if needed.
Air fry first side: Cook for 6 minutes.
The mushrooms will start to soften and release some juices.
Flip and finish: Carefully flip the mushrooms cap-side up and cook another 5–7 minutes, until tender with caramelized edges. Larger caps might need an extra minute.
Rest and slice: Let the mushrooms rest for 2 minutes to reabsorb juices. Slice thickly or serve whole.
Garnish with parsley and a squeeze of lemon if you like.
Serve: Pair with mashed potatoes, a grain bowl, grilled veggies, or pile onto a toasted bun with onion and arugula.