UFC Fight Night: Cowboy vs. Cowboy (also known as UFC Fight Night 83) was a mixed martial arts event held on February 21, 2016 at the Consol Energy Center in Pittsburgh, Pennsylvania.

The event was the second that the promotion has hosted in Pittsburgh, and first since UFC Live: Kongo vs. Barry in June 2011. It was originally expected to be headlined by a welterweight bout between former UFC Lightweight Championship challenger Donald Cerrone and Tim Means. On February 3, it was announced that Means was informed of a potential USADA anti-doping policy violation stemming from an out-of-competition sample collection. Because there was insufficient time for a full review and proper promotion before the scheduled bout, Means was pulled from the fight by the UFC. The following day, Alex Oliveira was announced as his replacement.

Sam Alvey was expected to face Daniel Sarafian at the event. However, Alvey pulled out of the bout in late December after sustaining a broken jaw and was replaced by Oluwale Bamgbose.

Bryan Barberena was briefly linked to a bout with Jonavin Webb at the event. However, on January 22, Barberena was pulled from that fight in favor of a matchup with Sage Northcutt on January 30 at UFC on Fox: Johnson vs. Bader, replacing an injured Andrew Holbrook. He was replaced by Nathan Coy.

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