Jamie Cain
Overview
I’m a full time solo singer, songwriter, and guitarist who play over 200 shows per year in the Boston area and beyond! I play bars, restaurants, hotels, festivals, private events, and more. My style has been described as a mix of Chris Stapleton and Ed Sheeran though I play covers in all genres and decades. My Original content is alternative Pop, mixed with a folk style.
My set up, gear and delivery can’t fit small intimate functions, large upbeat, energy filled functions or anything in between. My crowd work is extremely strong and my mantra is one love providing a safe and comforting environment for all! Come see a show and experience it for yourself :)
Reviews
6 reviews
Joe B.
March 8, 2026The Real Deal
Jamie Cain is the real deal here. He's punctual, professional, and comes prepared, bringing all of his own equipment and showing up ready to rock. His setlist is comprised of his own music, but also includes plenty of covers from an expansive library available on request that cater to the masses. Most importantly, I've seen Jamie perform at multiple venues and he has a unique and crucial ability to read and perform to the room and the crowd based on the night and the vibes. I couldn't recommend him more, 5 stars!
Hired as: Singing Guitarist
Christian S.
March 5, 2026Absolutely crushes
Jamie’s covers were amazing but he absolutely hit it with his mash ups and originals. Really had the crowd engaged and moving, we had a killer time.
Hired as: Singing Guitarist
Emily N.
March 4, 2026The best vibes
Jamie is such a down to earth and fun performer. We love that he plays a wide variety of songs, something for everyone. He can play many different songs and his text to request function was something we all enjoy! High recommend Jamie for your event!
Hired as: Singing Guitarist
Danielle H.
March 4, 2026Ultimate Performer
I’ve seen a lot of solo musicians, but Jamie Cain is on another level. His ability to mash up different genres from classic rock to 90s hip-hop kept the entire crowd engaged from the first song to the last. He doesn’t just play background music; he creates an entire atmosphere. If you see his name on a venue’s schedule, make sure you’re there.
Hired as: Singing Guitarist
Stones C.
March 4, 2026So good!
I’ve seen Jamie perform many times. He gets better with each show. His original songs are just as good as his covers. You can tell he puts a lot of time, effort and passion into his craft. Above all else, he’s a solid guy!
Hired as: Singing Guitarist