[9] When he was 26, he met Christine Choy, a documentary filmmaker who was showing her film Who Killed Vincent Chin?

[10][11] Later, he worked as an in-house producer at Cabin Creek Films for documentary filmmaker Barbara Kopple,[8] who had made Harlan County, USA (1976) and American Dream (1990).

"Harlan County, USA is the high water mark of documentary filmmaking for me," Moss told IndieWire.

[13][8] In 2004, Moss made Speedo: A Demolition Derby Love Story, which he wrote, produced and directed.

[10] It won the "Grand Jury Prize for Best Documentary Feature" at the inaugural Independent Film Festival Boston in May 2003.

[4] Moss' next feature documentary, Full Battle Rattle (2008), was co-directed with filmmaker Tony Gerber.

[16] Full Battle Rattle made its world premiere at the 2008 Berlin International Film Festival.

"[19] The Overnighters follows the story of Pastor Jay Reinke, a Lutheran minister in Williston, North Dakota, where the oil boom has attracted desperate men looking for work while also causing a severe housing shortage in the area.

[23] Alongside Amanda McBaine, Moss co-directed the political, coming-of-age documentary Boys State (2020).

[25] Jeanette Catsoulis of The New York Times praised Moss for his "observational, near-invisible presence" in The Overnighters.