As a reservist, he continued to fly, with VF-724 at Naval Air Station Glenview in Illinois, and then, after moving to California, with VF-773 at Naval Air Station Los Alamitos. He remained in the reserve for eight years, before resigning his commission on October 21, 1960.
On October 21, 2008 his autobiography The Way I Am was published. Detailing his struggles with poverty, drugs, fame, heartbreak, and depression, it includes stories of his rise to fame, commentary about past controversies and original lyric sheets from "Stan" and "The Real Slim Shady".
During the Asian hard court season, Kenin won one additional title in both singles and doubles. She won her third singles title of the year at the Guangzhou International Women's Open, defeating Samantha Stosur in the final. Two weeks later, she partnered with Bethanie Mattek-Sands to win her second doubles title of the year at the China Open, a Premier Mandatory event. During the event, the pair defeated the team of Aryna Sabalenka and Elise Mertens, who were ranked No. 2 and No. 3 in the world respectively at the time. This title brought her to No. 43 in the doubles rankings. At the end of the season, Kenin qualified for the WTA Elite Trophy as the second seed, ranked No. 12 in the world. She won her opening match against compatriot Alison Riske, but lost to Karolína Muchová and did not advance out of her round-robin group. Kenin was also named the second alternate at the WTA Finals, behind Kiki Bertens. After Naomi Osaka and Bianca Andreescu both withdrew, she had the opportunity to play one match, losing to the defending champion Elina Svitolina. She finished the year ranked No. 14 in singles and No. 39 in doubles. Kenin also received the WTA Most Improved Player of the Year award for her breakthrough season, becoming the first American player to win the award since Serena Williams in 1999.