He is a 2008 recipient of the Pollock-Krasner Foundation Grant. 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. 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). 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. Richard Pictures continued to perform with Vampire Weekend at various live shows such as the 2018
Ojai performance, and opened for the band at several venues for their 2019
Father of the Bride tour. In June 2019, Longstreth released an EP with rock group
Mountain Brews, and in January 2020 the group released their second EP, Let It Grow. 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. Longstreth's third EP with Mountain Brews,
Raised in a Place, released on November 7. == Personal life ==