Last updated: 12 hours ago
Lee Penn Sky's songwriting is confessional and opinionated. His metaphorical, vulnerable, often ironic and occasionally railing lyrics have a way of getting to the heart of a matter and his presentation is often compared to Colin Hay's solo work, Gregory Alan Isakov, Early Iron and Wine, and Ray LaMontagne. As a solo artist, he has a rootsy, direct, powerful, and often melancholic style of conveying his lyrics, which lends to a very dynamic and intimate feel.
Lee Penn Sky has shared the stage with some amazing artists such as Glen Phillips from Toad the Wet Sprocket, Rhett Miller of Old 97’s, the Black Lillies, the Barefoot Movement, John Craigie, Mipso, Tony Furtado, Pual Cauthern, and Allie Kral from Yonder Mountain String Band. He has been billed with acts such as Billy Strings, the Cowboy Junkies, Son Volt, the Old 97's, the Seldom Scene, and many more.
His fourth studio album Prophets and Pretenders was released July 25, 2025.
Lee Penn Sky released his 3rd album, Lean into the Letter on 1/17/20, which chronicles an amazing journey that started with the discovery of a letter sent from Israel in 1958.
No Depression magazine named Lee Penn Sky's Lean into the Letter as one of their favorite albums of the year!
29 Left Down, a 13 song album, was released in March of 2015 to much anticipation and immediate critical acclaim.
Lee’s debut solo album Prelude to Hindsight was released in 2006.
Lee Penn Sky has shared the stage with some amazing artists such as Glen Phillips from Toad the Wet Sprocket, Rhett Miller of Old 97’s, the Black Lillies, the Barefoot Movement, John Craigie, Mipso, Tony Furtado, Pual Cauthern, and Allie Kral from Yonder Mountain String Band. He has been billed with acts such as Billy Strings, the Cowboy Junkies, Son Volt, the Old 97's, the Seldom Scene, and many more.
His fourth studio album Prophets and Pretenders was released July 25, 2025.
Lee Penn Sky released his 3rd album, Lean into the Letter on 1/17/20, which chronicles an amazing journey that started with the discovery of a letter sent from Israel in 1958.
No Depression magazine named Lee Penn Sky's Lean into the Letter as one of their favorite albums of the year!
29 Left Down, a 13 song album, was released in March of 2015 to much anticipation and immediate critical acclaim.
Lee’s debut solo album Prelude to Hindsight was released in 2006.
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