April 2018, McDermott released Out From Under and followed it with extensive domestic and international touring. On February 8, 2019, Orphans was released, which includes tracks recorded during the sessions for both Willow Springs and Out From Under as well as some earlier recordings. The release of Orphans was followed by another tour. 2022: "St. Paul's Boulevard," Memoir, & Tenco Award for Songwriting On May 20, 2022 McDermott released St. Paul's Boulevard to acclaim from journalists such as John Apice who wrote in Americana Highways "McDermott isn’t a song & dance man. He’s a serious artist. Not necessarily a folk singer either. He’s about as important, pertinent & reinforcing as James Taylor, Cat Stevens (Yusef Islam), Peter Himmelman, & John Hiatt. There’s a Tin Pan Alley quality, with intense songwriter delicacy that isn’t mainstream pop music. “Pack the Car,” though — is an ass-kicking beauty of a rocker." On September 2, 2022 McDermott released his memoir, Scars From Another Life. Written over the last few years it covers the arc of his career to date as well as personal struggles and triumphs. "In his new memoir, “Scars From Another Life,” McDermott writes about his near-fatal life journey through alcohol and cocaine addiction, self-destruction, guns, financial ruin and the music that became his salvation." In September of 2022 McDermott was announced as a winner of the Tenco Award for Songwriting. "McDermott is now part of a lofty winner’s circle as the Tenco Award has previously gone to luminaries in the singer-songwriter pantheon such as Leonard Cohen, Joni Mitchell, Tom Waits, Sting, Jackson Browne, Elvis Costello, Randy Newman, and David Crosby. A few international past winners include Caetano Veloso, Jacques Brel, Joan Manuel Serrat, and Milton Nascimento. McDermott will fly to Sanremo, Italy to receive the Tenco Award on October 21 during the Tenco Prize celebration that runs from October 20–22." McDermott has performed "God Bless America" and "The Star Spangled Banner" at arenas and stadiums across the country. Teams that have invited him to sing include: The Chicago Cubs, The Chicago White Sox, The Illinois Fighting Illini Basketball team, The Green Bay Packers, The Chicago Bears, The Los Angeles Lakers, The LA Kings, and NASCAR. Personal In May 2009 McDermott married Heather Lynne Horton in Italy. They have one child. McDermott has been sober since 2014. Discography 620 W. Surf (Giant Records/Reprise Records, 1991) – recorded in Los Angeles, produced by