Lee Penn Sky

Boise, ID

Lee Penn Sky's songwriting is unadorned, the nature of his writing makes the songs all the more powerful - his metaphorical, vulnerable and often ironic 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, or Ray LaMontagne. He has a rootsy, direct, powerful and at times, 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 John Craigie, Glen Phillips from Toad the Wet Sprocket, Rhett Miller of Old 97’s, the Black Lillies, the Barefoot Movement, , Mipso, Tony Furtado, Pual Cauthern, and Allie Kral fromYonder Mountain String Band. He has been billed with acts such as Billy Strings, the CowboyJunkies, Son Volt, the Old 97's, the Seldom Scene and many more.

His fourth studio album Prophets and Pretenders released on July 25, 2025 to an impressive and growing response. Thus far it's been streamed 100,000 times on Spotify and other platforms. 334,000 people has watch the videos from Prophets and Pretenders on YouTube.

Colin Hay recent came to one of Lee Penn Sky's shows and said "He is a remarkable lyricist!"

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.This letter, found in the back of a drawer in a purse that belonged to Lee's Great-Grandmother Sadie, was translated at a local synagogue, revealing the author as Sadie's nephew, Jakob Nistel, thought to have perished with the rest of Sadie's family inthe Holocaust. Jakob detailed the perils of evading the Nazis until the end of the war,hiding underground, to ultimately immigrate to Israel to start a new life. Through themagic of the internet, Lee's family located Jakob’s descendants in Israel, resulting in Le embarking on a pilgrimage to Israel to connect with their history, his family, and their future.The songs that compose Lean into the Letter thread together Lee's thoughts and emotions regarding Jakob, his survival in the face of horrific loss, his ongoing andunshakable faith, the discovery of and joy for new family, and ideas of resistance,depression, loss and anger in the context of historic and volatile conflicts that permeate the Holy Land. No Depression magazine named Lee Penn Sky's Lean into the Letter as one of their favorite albums of the year!
Lee Penn Sky