[8] In May 2019, at the 2019 Mel Zajac Jr. International Meet in Vancouver, Canada, Urlando became the first American swimmer to swim the long course 200 meter butterfly faster than 1:54.40 seconds since Michael Phelps in 2016 with a time of 1:54.35.

[14] Prior to the start of competition at the 2019 World Junior Championships in Budapest, Hungary at Danube Arena in August, Urlando was selected as one of the five captains for the United States team of swimmers.

[21] He won a fourth gold medal the same day, swimming a 1:47.13 for the second leg of the 4×200 meter freestyle relay and helping set new world junior and Championships records.

[27] At the 2020 US Olympic Trials in Omaha, Nebraska, held in June 2021 due to the COVID-19 pandemic, Urlando placed sixth in the semifinals of the 200 meter freestyle with a 1:46.93 and did not swim in the final of the event.

[33] For his first event of the 2022 Southeastern Conference Championships, Urlando swam a 19.57 for the butterfly leg of the 4×50 yard medley relay to contribute to a final time of 1:23.92 and overall fourth-place finish.

[35] For the prelims heats of the 200 yard individual medley the following day, he ranked as the fastest swimmer by over a quarter of a second with a 1:42.75 and qualified for the final.

[37] He followed up the relay with a first-place finish in the final of the 200 yard individual medley in 1:41.19, breaking the pool record of 1:41.28 set by Chase Kalisz in 2017.

[41] The morning of the next day, Urlando swam a season best time of 1:40.14 in the 200 yard butterfly to qualify for the final ranking first by 0.92 seconds.

[43] Urlando lowered his Championships and pool records in the final with a personal best time of 1:39.00 to win 0.88 seconds ahead of second-place finisher Matthew Sates.

[46] On the second day, he swam a personal best time of 1:40.65 in the morning prelims heats of the 200 yard individual relay, qualifying for the evening final ranking seventh.

[49] On day three, Urlando swam a personal best time of 44.24 seconds in the preliminary heats of the 100 yard butterfly to qualify for the evening final ranking third.

[49] In the prelims heats of the 200 meter butterfly on day one of the 2022 US International Team Trials in Greensboro, North Carolina in April, Urlando qualified for the final ranking fourth with a time of 1:56.32.

[67][68] For his first event at a FINA Swimming World Cup, Urlando swam a personal best time of 50.10 seconds in the preliminary heats of the 100 meter butterfly at the 2022 FINA Swimming World Cup in November in Indianapolis, ranking third overall and qualifying for the final before withdrawing from further competition in the event.

[72] He continued on his studies at the University of Georgia, performing well enough both in school and in the pool for the meets he competed in to be one of 355 student-athletes named to the honor roll for the autumn 2022 term.