It's been 21 years since Boro last faced Crewe Alexandra, with ourselves and the League Two side set to go head-to-head in the first round of the Carabao Cup tonight.
Our last meeting came in the First Division in February 1998 at the Riverside.
Substitute Neil Maddison scored the decisive goal that day ten minutes from full-time, meeting a corner with a powerful header beyond the reach of Jason Kearton.
Can you name the full Boro squad that day? Take our quiz below to find out!