2018 (D.C. United): In his first year with the club, Segura made 23 (14 starts) MLS Regular Season appearances compiling 1,293 minutes on-the-field. He scored his first goal for the club in the opening minute of a home-away-from-home 1-0 win against Columbus Crew SC on April 14 at Navy-Marine Corps Memorial Stadium. After sustaining an injury in May, Segura returned to the team as a substitute in the 1-0 loss to the New York Red Bulls on July 25. On September 12, Segura rediscovered his scoring form when he latched on to a 65th-minute equalizer against Minnesota United. His equalizer led to a game-winner from Darren Mattocks in the 69th minute. The 25-year-old recorded his first MLS assist in the 4-1 win against Portland on Aug. 15 when he supplied Darren Mattocks with a stoppage time goal (90’+1’). During his time in the District, Segura has earned three caps for Costa Rica in international friendlies against Tunisia, Mexico, and Columbia.
2014-2018: Segura made his professional debut for Deportivo Saprissa on Jan. 19, 2014 in a 2-2 draw with AD Carmelita. He went on to score 14 goals and record four assists in 124 appearances for the club from 2014-2018. He spent the 2014/2015 season with CS Uruguay de Coronado and scored three goals and recorded an assist in 39 appearances.
Segura made his international debut in a 3-0 win over Belize on January 15, 2017. Since his debut, Segura has earned six caps for Los Ticos.
United signed Segura on a permanent transfer from Deportivo Saprissa on Dec. 21, 2017, pending receipt of his P1 Visa and International Transfer Certificate and traded $50,000 in General Allocation Money to New York City FC in exchange for the rights to sign Segura.