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Step 1
About 30 minutes before grilling, remove the steaks from the refrigerator. Allow them to sit covered at room temperature.
Step 2
Combine hot water, oregano, and salt in a small bowl. Let stand 5 minutes to soften oregano.
Step 3
Pulse parsley, cilantro, garlic, and red pepper flakes in food processor until coarsely chopped, about ten 1-second pulses.
Step 4
Add oregano water mixture and vinegar and pulse briefly to combine.
Step 5
Transfer mixture to a medium-sized bowl and slowly whisk in oil until incorporated and the mixture is emulsified.
Step 6
Cover with plastic wrap and let stand at room temperature for at least 30 minutes. If preparing sauce in advance, refrigerate and bring to room temperature before using.
Step 7
Heat grill to medium-high heat. Clean and then carefully brush the grill grates with oil.
Step 8
Brush the steaks on both sides with olive oil and season generously with salt and pepper.
Step 9
Place the steaks on the grill and cook until charred grill marks appear, about 6 minutes covered.
Step 10
Turn the steaks over and continue to grill until the second side is slightly charred and thermometer inserted into the center registers 115°F for rare (about 2 minutes), or 120°F for medium-rare (about 3-5 minutes), or longer for medium and medium well doneness.
Step 11
Transfer steaks to a large plate and let rest, loosely tented with foil, for 10 min. Slice, serve and top with chimichurri sauce.