At age 25, he began working as a writer for Saturday Night Live, a position he held for six years, earning an Emmy in the process.

Piedmont directed the Spanish-language feature film Casa de mi padre, starring Will Ferrell, Diego Luna, Gael García Bernal, Nick Offerman and Genesis Rodriguez.

[3] Piedmont additionally wrote and directed the short film Brick Novax's Diary, using hand made 1/6 scale figures and sets, as well as other miniatures.

In April 2015, Piedmont directed the critically acclaimed Celebration of the 60th Anniversary of Allen Ginsberg's "Howl" at Los Angeles's Ace Theater produced by Hal Willner.

Featured artists included Nick Cave, Lucinda Williams, Courtney Love, Beth Orton, Macy Gray, Sam Amidon, Andy Kim, Kevin Drew, Van Dyke Parks, The Section String Quartet, Devendra Banhart, Lori Singer, Amy Poehler, Will Forte, Chris Parnell, Peaches, Mocean Worker, Eric Mingus, Petra Haden, Tim Robbins, Chloe Webb, and Hal Willner.