On 23 October 2019, Pozuelo scored twice in a 2–1 win over New York City FC in the playoffs' Eastern Conference semi-finals, including a 90th minute Panenka-style penalty kick which was his third of the campaign in that fashion. On 10 November, he set up Altidore's injury-time goal in a 3–1 away defeat to Seattle Sounders FC in the MLS Cup Final.