Jackson is about two homeless men in Los Angeles, Donald and Sam. At the start of the day Donald is given a $20 bill (also known as a "Jackson"). The film follows the two and shows their adventures throughout the day with this money, and features songs from various operas.
"Una furtiva lagrima" from Donizetti's Elixer of Love – Richard Brown and Shawnette Sulker
"Champagne Aria" from Mozart's Don Giovanni – Cedric Trenton Berry
"Habanera" from Bizet's Carmen – Elaa Lee Romani/ Chorus: Ariella Vaccarino, Aleta Braxton, Pilar Diaz, Tahlia McCollum
Sextet from Donizetti's Lucia di Lammermoor – Jennifer Suess, William Gorton, Michael Sokol, Fred Winthrop, Benjamin Von Atrops, Leberta Clark; Music performed by Remy Zero
Monologue by Ibn Hakia from Tchaikovsky's Iolanta – John R. Jackson
"O mio babbino caro" from Puccini's Gianni Schicchi – Gustavo Hernandez Jr.
"Va, pensiero" from Verdi's Nabucco – Socialists: Clamma Dale, Kimarie Torre, Lauren Lee Chorus: Laura Decher, Frances Garcia, Erin Neff, Sara MacBride, Gregory Stapp, Antoine Garth, Gary Murphy, Tom Oberjat, Raphaela Rose Primus
"Love Cannot Be" (written by J.F. Lawton)
"El Pueblo" – George Lawton and John Cross
"Vamos a la Fiesta" – Julie Griffin
"Abrabo" – Way Depp, Robidebs Okyeame, Paa Dogo and Brekete