November 2021, then was released on Blu-ray and pay-per-view on April 19, 2022, and as part of a Record Store Day released with vinyl editions of Bennett's last two albums, "Whatever Happened I Apologize" and "Kicking at the Perfumed Air" on April 23, 2022, "the new film does a wonderful job of capturing the quirkiness, inventiveness and brilliance of someone who never met an instrument he couldn’t play. Bennett once described hearing the open spaces of the songs and holes that became his sonic landscape. They were at the core of the remarkable string of Wilco’s albums Being There, Summerteeth and Yankee Hotel Foxtrot." The film was originally started by Uhter, who asked Bechard to take over the project when it stalled. It takes a hard look at Bennett's years in Wilco, and his treatment in the film I Am Trying To Break Your Heart, which many consider to be unfair. "Jay Bennett’s reputation never quite recovered from the battering it took in Sam Jones’ documentary I Am Trying To Break Your Heart: A Film About Wilco, about the complex, lengthy gestation of 2002's Yankee Hotel Foxtrot in often painful detail, portrayed a band slowly pulling itself apart, with chief songwriters Bennett and Jeff Tweedy its twin opposing forces. The implication being that Bennett was a headstrong, intractable figure responsible for most of the discord. He was sacked as soon as the album was done. Filmmakers Gorman Bechard and Fred Uhter seek to redress the balance on Where Are You, Jay Bennett?" The film painted a balanced picture of the relationship between Bennett and Tweedy. "They just happened to be two egos at that point, fueled by a lot of demons. And it just wasn't working anymore," Bechard explained. "They're both incredibly talented. They both had egos. They both, I think, saw maybe different paths for the band. And ultimately it was Jeff's band, so he's going to win that, and rightfully so. There were other issues, whether it be alcohol or drugs. You know, it was a little bit of everything. Personally, I wish they had stayed together because I think they could have literally become the next Lennon and McCartney or the next Jagger/Richards." Old Friends, A Dogumentary In May 2021, an Indiegogo campaign was launched for Old Friends,A Dogumentary, a follow up to his work in his documentary Seniors A Dogumentary. The film had its world premiere