Longstreth tends to portray architecture in flat, geometric forms, recalling influences such as Robert Bechtle and David Hockney, finding a place between “documentary” realism and symbolic metaphor, whereas his landscapes are portrayed as more of an improvised realism.[3][4][5]
He makes regular appearances as a co-host and former "West Coast correspondent" on Time Crisis, the Apple Music internet radio show hosted by Vampire Weekend's Ezra Koenig, where he frequently gives in-depth investigative reports on various topics such as the history of the Frito-Lay corporation, PepsiCo, and the National Rifle Association of America (NRA).[6]
Longstreth is also a guitarist in the Grateful Dead cover band, Richard Pictures. In 2016, he made several appearances with Vampire Weekend and Dirty Projectors as a supporting musician during their performances for Bernie Sanders' campaign for the Democratic presidential nomination.[7][8] Richard Pictures continued to perform with Vampire Weekend at various live shows such as the 2018 Ojai performance,[9] and opened for the band at several venues for their 2019 Father of the Bride tour.[10] In June 2019, Longstreth released an EP with rock group Mountain Brews,[11] and in January 2020 the group released their second EP, Let It Grow.[12] On Wednesday, October 9, 2019, during their two-night concert series at Red Rocks, Vampire Weekend covered Longstreth's "Mountain Brews," the title track from the EP of the same name.[13] Longstreth's third EP with Mountain Brews, Raised in a Place, released on November 7.[14]