09/04/2026
Monthly songwriter showcase hosted by Kyle J. Glenn, presented in partnership with Artichoke Music and Portland Songwriters Guild.
The Bridge is a monthly songwriter showcase that helps artists build connections in Portland’s music scene while giving audiences a deeper look into the stories and creative process behind each song through thoughtful onstage interviews. Designed for artists who are new to songwriting, new to performing, returning to the stage, or new to Portland, The Bridge offers a welcoming listening-room environment where songwriters can share original music and connect with an attentive audience.
The Bridge offers audiences a chance to discover emerging songwriters in an intimate setting built for listening.
For those who already know and support the artists, it is also an opportunity to hear their work in a quieter, more intentional room where lyrics land, dynamics breathe and the songs can be experienced fully.
The evening runs approximately two hours and includes a short intermission.
The Bridge exists to help songwriters cross from open mics into listening room performances. The Bridge is for emerging artists who are new to songwriting, new to performing, returning to the stage, or new to Portland.
Artists share well developed original songs in a supportive but focused setting alongside two other writers. The format encourages connection between artists and audience while keeping the music at the center of the evening.
Artists receive:
A base performance honorarium
Shared tips from the evening
Full merchandise sales
High quality video footage of their performance
About the host
Kyle Glenn is a Portland-born songwriter, filmmaker, and creative educator with a passion for building community through storytelling. He leads the band Kyle Glenn & The Wandering Kind and performs with his wife as the duo gardentender. His background spans digital media production, music marketing, and education — including leading storytelling workshops for hundreds of students and organizations across the Northwest. Kyle is the Marketing Lead for Trout Lake Hall and brings a mix of strategy, creativity, and care to his role at PSG as the social media manager. He’s excited to help grow PSG’s reach and support Portland’s vibrant songwriting scene.
Performing Artists
Emerson Parker
Hi! I'm Emerson Parker, a perpetually heartbroken girl singing pop ballads and upbeat tragedies on the piano. I find meaning in everyday observations and confess my reflections thinking about love through song. Can’t wait to play for you all!
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winsom
winsom (Emily Teixeira) is a singer-songwriter and producer making alt-pop from her home in Portland, OR. Originally from Northern California, she studied voice and music production at Berklee College of Music before returning home to the West Coast. Her songs combine elements of indie rock, folk, and pop with unguarded lyrics about trying to understand yourself and the world. She invites listeners to join her in her (metaphorical) living room, feel your feelings, and stay awhile.
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Brent Calderwood
Brent Calderwood is a singer-songwriter from San Francisco who’s lived in Portland since 2023, where he’s returned after a ten-year hiatus to performing his guitar- and piano-based songs, influenced by indie-folk, Americana, and the American Songbook. An author with a Lambda-nominated poetry collection and bylines in Rolling Stone and Out magazines, he now dedicates most of his creative energy to writing and performing songs on themes ranging from love to politics, usually with a wink—and to improving his recording and production skills.
