Styles returned on the June 24 episode of "Raw", after a month of inactivity due to injuries suffered at Money in the Bank, defeating United States Champion Ricochet in a non-title match. On the July 1 episode of "Raw", Styles failed to win the United States Championship from Ricochet. After the match, he attacked Ricochet with help from Gallows and Anderson, turning heel for the first time since April 2017. At Extreme Rules, Styles defeated Ricochet to win the United States Championship for a third time. On the July 22 episode of "Raw", The Club was renamed "The O.C." ("Original Club"). At SummerSlam, Styles successfully retained the title against Ricochet. Styles then retained his title against Cedric Alexander at Clash of Champions and against Humberto Carrillo at Crown Jewel. At Survivor Series, Styles was defeated by NXT North American Champion Roderick Strong in an interbrand triple-threat match also involving Intercontinental Champion Shinsuke Nakamura. On the November 25 episode of "Raw", Styles lost his title to Rey Mysterio, ending his reign at 134 days. At the Royal Rumble on January 26, 2020, Styles entered the Royal Rumble match at entrant number eighteen, but was eliminated by Edge. The following month at Super ShowDown, Styles was defeated last in a gauntlet match for the Tuwaiq Trophy by a returning The Undertaker. Two weeks later at Elimination Chamber, Styles was defeated in a no disqualification match by Aleister Black after interference from The Undertaker. The next night on "Raw", Styles challenged The Undertaker to a match at WrestleMania 36, which was confirmed the following week. On April 4, the "Part 1" pay-per-view of the two-night event, Styles headlined WrestleMania for the first time, losing to The Undertaker in a Boneyard match in the main event. After WrestleMania, Styles took a sabbatical from WWE television. On April 15, both Anderson and Gallows were released from their WWE contracts as part of budget cuts stemming from the COVID-19 pandemic, effectively disbanding The O.C.