On the January 2, 2019, episode of "205 Live", Tozawa defeated Virgil to qualify for the fatal four-way match at Royal Rumble for the Cruiserweight Championship, which was won by champion Buddy Murphy. On the January 29 episode of "205 Live", Tozawa defeated Hideo Itami in Itami's final match with the company. On the February 14, episode of "205 Live", Tozawa defeated Cedric Alexander, Humberto Carrillo and Lio Rush to become the number one contender for the Cruiserweight Championship at the Elimination Chamber, where he was defeated by Murphy. As part of the 2019 draft, Tozawa was drafted to the Raw brand. On the November 18 episode of "Raw", Tozawa made his debut on brand, where he was defeated by Buddy Murphy. At Survivor Series, Tozawa represented Raw in an Interbrand triple threat match for the NXT Cruiserweight Championship, which was won by NXT's Lio Rush. On the December 23 episode of "Raw", Tozawa captured the &lt;a href="WWE%2024/7%20Championship"&gt;24/7 Championship&lt;/a&gt; after pinning champion R-Truth, but lost the title to Santa Claus. On April 12, 2020, Tozawa was announced as a participant in the Interim NXT Cruiserweight Championship Tournament, representing Group B in the tournament. He defeated Isaiah "Swerve" Scott in his first match and Gentleman Jack Gallagher in his second match, but lost to El Hijo del Fantasma, thus leaving him with two wins in the tournament, failing to advance to the finals.