As a guitarist and multi-instrumentalist, he has worked with Sharon Van Etten, The Staves, Adrian Utley, Regina Spektor, Rick Rubin, Neko Case, Sarah Jarosz, Miranda Lambert, Guster, Phosphorescent, Rayland Baxter, and The War on Drugs.
Reynolds has released seven solo albums—Vanishing Places Vol. 2 Glaciers In Iceland (2020), The Neighborhood (2019), Vanishing Places Vol. 1 Bears Ears (2019), After The Flood (2014), Maps (2010), Pictures And Sound (2008), and The Space Between the Lines (2006).
In 1999, Reynolds moved to Nashville to pursue music and attend Belmont University. In 2002, he co-founded the band Blue Merle who signed with Island Records and released one album - Burning in the Sun - produced by Stephen Harris. Following Blue Merle, Reynolds left Nashville and signed with Vanguard Records, releasing Pictures And Sound produced by Jacquire King, in August 2008.

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