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Cowboy Life is a sing-along DVD that follows both Better than Friends and Middle Schoolhouse Polka. It is released the same time as My Life as a Viking.

Songs[]
- "Cowboy Life" from "The Ballad of Benjamin"
- "What Would Philip Fleagle Think?" from "A Chipmunk Christmas"
- "Listen" from "Larry Learns to Listen"
- "Ballad of the Pie War" from "Duke and the Great Pie War"
- "The Yodeling Veterinarian of the Alps" from "The End of Silliness?"
- "Fit for a Queen" from "Sweetpea Beauty"
- "I'm So Blue" from "Madame Blueberry"
- "Jonah Was a Prophet" from "Jonah: A VeggieTales Movie"
- "He's Accepted the Challenge" from "Sumo of the Opera"
- "You Are My Sunshine" from "The Wonderful World of Auto-Tainment!"/"Bob and Larry's Backyard Party"
Chapter Selection[]
- Chapters 1-4 is an instrumental of What Would Philip Fleagle Think?
- Chapters 5-8 is an instrumental of Jonah Was a Prophet
- Chapters 9-10 is an instrumental of He's Accepted the Challenge
Song Preview[]
The music clip when the song transition scene appears is a bit from The Great I Am.