Combine the sundried tomato dressing and juice from the orange in a resealable bag to make the marinade. Add the steaks and seal the bag.
Place the bag in the refrigerator and let the steaks marinate for 1 hour.
After 1 hour, take the bag out of the refrigerator. Remove the steaks from the marinade and pat dry.
Heat a grill to medium-high heat. Sear steaks for about 3 minutes on each side, or until the internal temperature reaches 145 degrees F or your preferred doneness.
Remove the steaks from the grill and let the steaks rest for at least three minutes.
Heat a skillet to medium-high heat and add the olive oil and cherry tomatoes to the skillet.
Cook until the tomatoes start to blister, about 2-3 minutes.
Add the olives and orange zest to the skillet.
When the olives are heated through, remove the contents of pan, and serve on top of your cooked steaks.