Today’s guest is guitarist, composer, producer, and bandleader Jon Madof. Based in New York, Jon is the leader of several bands, including Zion80 and Rashanim, and has released seven albums on Tzadik Records. In addition, Madof is co-founder of the prolific and eclectic CHANT Records label. I have known Jon for two decades and followed his remarkable career as a fan, critic, and friend. Our conversations, dating back to my days as a tech analyst, have always revolved around the challenges and opportunities of contemporary creativity, and how it’s incumbent on artists to both understand and utlize available technology. Jon is an original and multi-faceted musician, but he also strongly advocates for fellow artists—he leads by example and the music he has made possible through his CHANT Records label is no small miracle. Jon gives his always-insightful take on the current landscape: what he’s learned, and what led him to create a DIY recording studio in his basement. While any aspiring musician can learn a great deal from Jon, his words of wisdom are recommended for any creative looking to find a foothold in a rapidly changing (and yes, intimidating) environment. How does one balance imagination, discipline, promotion, and being an active part of a community? This conversation will shed light on how the hard work gets done, and typically ends up being its own reward.