Use a paper towel to soak up any excess moisture on the steaks. This will help them brown better.
Heat up a large non stick pan over medium heat. Once heated, add 2 tablespoon of olive oil.
Once olive oil is heated through, add the full garlic clove. Once garlic clove is sizzling in the olive oil, add the steaks. Depending on the size of your pan, you may have to work in batches.
When steak is cooked on one side and is slightly browned (about 1-2 minutes MAX), turn with tongs to cook on the other side, one extra 30 seconds- 1 minute. The steaks do not have to be fully cooked at this point, but about 80% cooked.
Season the steak with salt and pepper. Once the steaks are cooked on the second side, remove them from the pan and place aside in a plate.
If the pan is filled with the fat of the meat, you can clean the pan out and start new, and continue to the next step.
If the pan is quite clean, add an extra tablespoon of olive oil directly. Add the dried oregano and let it toast slightly for 30 seconds to 1 minute max. This will release the flavors of the oregano and give the dish maximum flavor.
Add the capers and olives and sautee for about 30 seconds.
Add the tomatoes, along with some water from the can of tomatoes. Season with salt and pepper.
Lower the heat to medium low. Simmer for about 10 minutes, or until the tomatoes are slightly reduced down into a sauce. Remove the garlic clove.
Add the steaks back in and let them finish cooking and absorb the flavors of the tomato sauce.
Plate, top with tomato sauce and fresh basil if desired. Buon Appetito!