Preheat the oven to 425°F and line a small rimmed baking sheet with parchment paper.
In a medium bowl, whisk together olive oil, balsamic vinegar, onion powder, garlic powder, dried basil, smoked paprika, salt, and pepper until combined. Add the portobello mushrooms and turn to coat in the mixture.
Place the mushrooms on the prepared pan, gill side-up, and spoon the remaining sauce over the gills. Bake for 20 minutes until tender and cooked through.
While the mushrooms bake, make the aioli by blending the mayonnaise, roasted red pepper, garlic, Dijon mustard, and salt until smooth and creamy.
Towards the end of the mushroom baking time, toast the halved ciabatta rolls until golden brown, then brush one side of each roll with the red pepper aioli.
Notes
Prepping the mushrooms: Do not wash portobello mushrooms in water, as they absorb too much liquid. Instead, wipe them with a damp cloth and make sure they’re fully dry before you begin cooking.
Baking the mushrooms: Roasting the mushrooms gill side up makes it so that the marinade is trapped and infuses into the mushrooms to bring out maximum flavor.
Cooking times: The size of your mushrooms varies the cooking times slightly. So, keep an eye on them in the final moments.