Start by warming 2 tablespoons of olive oil over medium heat in your deep skillet. Once shimmering, add the minced garlic and sauté for about 1-2 minutes until fragrant but not browned. This step builds the flavor foundation for your sauce.
Sprinkle in 1 teaspoon of red pepper flakes and stir them into the garlic and oil. This allows the spice to bloom in the hot oil, intensifying the heat and flavor of your dish.
Next, pour in the entire 28-ounce can of crushed tomatoes and add 1 teaspoon of dried oregano. Stir to combine everything evenly. Season with salt to taste, and let the sauce simmer for 5 minutes to meld the flavors together.
Add the 8 ounces of penne pasta directly into the sauce. Pour in about 2 cups of water (or enough to just cover the pasta). Stir well to prevent sticking. Bring the mixture to a boil, then reduce to a simmer. Cook uncovered for 12-15 minutes, stirring occasionally, until the pasta is tender and most of the liquid has been absorbed.
Once the pasta is perfectly al dente and the sauce has thickened, remove the pot from heat. Tear fresh basil leaves over the top for a bright, herbal note. If you like, sprinkle freshly grated Parmesan cheese to add a creamy, savory contrast to the spicy sauce. Serve immediately and enjoy!