Preheat your oven to 425°F (220°C) and line a large rimmed baking sheet with parchment paper for easy cleanup.
In a small mixing bowl, whisk together 0.5 tablespoons of olive oil, minced garlic, rosemary, thyme, salt, and black pepper to create a thick paste.
Pat the flank steak dry with paper towels and rub the garlic-herb paste evenly over both sides of the meat.
Place the seasoned steak on one side of the prepared baking sheet.
Toss the asparagus spears with the remaining 0.5 tablespoons of olive oil and a pinch of salt, then spread them in a single layer on the other side of the pan.
Roast for 12 to 15 minutes, or until the steak reaches an internal temperature of 135°F for medium-rare, then remove from the oven.
Transfer the steak to a cutting board and let it rest for 10 minutes before slicing thinly against the grain to ensure every bite is tender.