As he tells the story: The Kitchen Syncopators came out of a Vaudeville show that Me, Felix Hatfield, Woody Pines, and Huck Notari were doing called The Songsters.

[5]The Kitchen Syncopators recorded seven self-released CDs: Gill began to fill in for Critter Fuqua, lending vocals, banjo and steel guitar for Old Crow Medicine Show, joining them on tour in Europe in 2005 and appearing at the Cambridge Folk Festival.

[11] "Coal Black Heaven" from this album was hailed by one reviewer as "something of a hobo haiku to the national collapse and depression looming over every hollowed-out and rusted-through US river town.

"[12] In October 2011, he self-released his second solo album titled Piety & Desire — featuring the Felice Brothers, Brandi Carlile, Jolie Holland, Ketch Secor, and Samantha Parton (of the Be Good Tanyas) — where he "creates a whole film and stereo hi-fi noir milieu" by realizing "a dozen rootsy, ambient and mostly catchy hardscrabble southwestern tinged originals.

"[13] "Recorded in a south Nashville apartment and produced by Landry himself, the album pitches its tent in the four-way intersection between Dylan-inspired folk-rock, atmospheric Americana, dusty cowboy songs and street busker ballads.

[14] Leaving the "relative security of the popular roots band Old Crow Medicine Show" and suffering a "tough breakup with a one-time fiancée," forced a reevaluation of Landry's life helping to generate the "introspective, generally dark songs that pour out of him' on this album.

American Songwriter notes "Landry’s looming yet subtle baritone — somewhere between Leonard Cohen, Kris Kristofferson and Dave Alvin — unspool (sic) stories of broken hearts.

"[15] Landry shared stage at Americana Music Festival in September 2015 with acts such as Loretta Lynn, Steve Earle, Pokey Lafarge, and Gillian Welch.

He appeared in Austin to Boston (2014), which chronicled four bands riding in five Volkswagen buses across three thousand miles, and featured: Ben Howard, The Staves, Nathaniel Rateliff, and Bear's Den.