Watershed Entertainment started as just three friends with a passion for music and live entertainment. We are a different type of entertainment agency: we’re musicians ourselves and you might still see us playing at your favorite local bar after talking to us on the phone that day. We strive to treat the bands we work with and our clients like family. Everyone wins.


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Andrew Goldstein – As a native of Rockville Maryland, Andrew eventually become an art major with a focus in Ceramics at Wittenberg University – Springfield, OH. While his pottery studio in Fells Point is alive and well, music performance and matching clients with talented artists take up the majority of his work life. Passionate about always attempting to improve in all aspects of life, his time off includes practicing drums and snowboarding trips out West to Colorado and abroad. “Do what you love, and you will never feel like you worked a day in your life.”

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Wylie Sawyer – After an obsession with playing live music completely took over his life Wylie headed to UMBC to gain a degree in music with an emphasis in jazz guitar performance. While he had some success writing music for documentary cable tv shows he found his true calling when he teamed up with Andrew and Lee to pack the dance floor at weddings and other large events. When he’s not onstage Wylie enjoys cooking Asian and Italian cuisine, adventuring outside his comfort zone both locally and abroad, meditation, shameless dancing, humble self-improvement books, and running games of Dungeons & Dragons with friends.

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Lee Cumberland – After meeting fellow musicians in the first year of college, Lee changed his major and has pursued music ever since. In addition to performing, he enjoys learning new skills across many disciplines, from metalwork to carpentry. After forming Sly 45 in 2012 with Wylie and Andrew, the band grew into Watershed Entertainment. Lee enjoys pursuing various ridiculous forms of transportation in his free time, from cycling to sailing.


We’re a boutique agency that focuses on matching the best local talent with discerning clients. We think that working with real bands that actually play together on a regular basis is integral to delivering a high-quality performance. You won’t find a watershed office in LA or New York and that is by design! Being a small company allows us to deliver a quality, flexible service. Give us a call today to talk to Andrew, Wylie or Lee!