Bring a large pot of well-salted water to a boil. Split the lobster tails lengthwise with kitchen shears, pull the meat free from the shells, and pat it dry. Season the lobster lightly with salt, pepper, and a pinch of Old Bay.
Cook the ravioli 1–2 minutes less than package directions. Reserve 1/2 cup pasta water, then drain and set the ravioli aside (toss with a few drops of olive oil to prevent sticking if needed).
Heat 2 tablespoons butter and the olive oil in a wide skillet over medium heat. When the butter is melted and just foamy, add the lobster meat and sear 45–60 seconds per side until opaque. Transfer to a cutting board and roughly chop into bite-size pieces; tent with foil to keep warm.
Add the remaining 1 tablespoon butter to the same skillet. Stir in the shallots and a pinch of salt; cook over medium heat until softened, about 2 minutes. Add the garlic, oregano, and crushed red pepper; cook 30 seconds until fragrant, without browning.
Pour in the white wine and scrape up any browned bits. Raise heat to medium-high and simmer until reduced by about half, 3–4 minutes. Stir in the heavy cream, lemon zest, and a small pinch of salt; reduce heat to medium-low and simmer gently 1–2 minutes to slightly thicken.
Add the drained ravioli to the skillet along with 2–3 tablespoons of the reserved pasta water. Toss over medium-low heat until glossy and coated, 1–2 minutes. Fold in the parsley and about half of the chopped lobster to warm through.
Remove from the heat and finish with the lemon juice and several grinds of black pepper. Adjust salt, and add a tiny splash more pasta water if the sauce needs loosening.
Plate the ravioli, spoon the remaining lobster over the top, and drizzle with any sauce left in the pan. Serve immediately.