Robynn O’Leary

Singer-Songwriter

Acoustic folk-rock dreamscapes with a sacred flair

Robynnize - (v.) to take an old song and make it sound new, to take a new song and make it sound vintage

Shows & Events

DateEventVenueAddressCover
Wednesday , November 11, 2026 @ 5-7pmRobynnBlue Tavern1206 N. MonroeFREE (tips encouraged)
Friday, November 20, 2026 @ 6:30pmRob ‘n’ RobynnCafe De Martin2743 Capital Circle NEFREE (tips encouraged)
Friday, December 4, 2026 @ 6:30pmRob ‘n’ RobynnCafe De Martin2743 Capital Circle NEFREE (tips encouraged)
Tuesday, December 8, 2026 @6:30pmOpen MicAmicus Brewing Ventures717 S GadsdenFREE (tips encouraged)
Friday, January 8 @ 6pm-9pmRob ‘n’ RobynnAmicus Brewing Ventures717 S GadsdenFREE (tips encouraged)

© Cayce Pollard. All rights reserved.

About Robynn

About

Robynn, a folk-rock solo artist, captivates with soulful vocals, and acoustic guitar. Collaborating with musicians like Rob Shaffer (saxophone), Randall Closson (guitar), and Maryann Hoffman (vocals), she blends folk, art rock, and gypsy vibes. As “Robynn & the Y-knots,” she fronts a full band for festivals and fundraisers. Robynn performs at cozy spots like The Blue Tavern, La Florida Coffee & Wine, Rae’s Restaurant, and stages like the Amicus Brewing Ventures, The Sound Bar, The Getaway Grill and Palaver Tree Theater. Her sets are wonderfully eclectic—originals like the poetic Apocalyptic Butterflies and the dystopian-tinged upcoming release Conversation in Back sit alongside groovy vintage covers, bluesy soul classics, psychedelic gems, and elegant jazz standards such as Summertime, Cry Me a River, and Stormy Weather. Whether delivering reflective balladry or uplifting grooves, Robynn’s music feels both deeply personal and warmly communal.

Artist Bio

Inspired by music therapy during cancer treatment, Robynn O’Leary started playing music in public in 2017 when she first stepped foot on the Open Mic stage at the Warehouse. During the pandemic, she hosted a virtual Open Mic for two years that aired on YouTube, Twitch and Facebook. Since then, she acts as administrator for the “Open Mic Tallahassee” Facebook group where she posts reviews of local Open Mics. Robynn was a band member of Pineapple Tuesday for 3 years, where she sang back up vocals and played the keys. Robynn started writing songs in 2019. She said recently, “When you hang out with musicians all of the time, music becomes your language. After awhile, songs start writing themselves, and you just can’t help it.”

Hire me!

Robynn O’Leary

Rob & Robynn

Robynn &
the Y-Knots

Music releases

TitleYearFeatured artistYouTubeSpotifyChords & Lyrics
Still Small Voice2026Catie LaLonde, Maggie Hernandezclick hereclick hereStill Small Voice
Apocalyptic Butterflies2026Drew Whitfieldclick hereclick hereApocalyptic Butterflies
Bridget Goes Bonkers2026Will Andersonclick hereclick here 
Climbing this Mountain2026Drew Whitfieldclick hereclick hereClimbing this Mountain
Conversation in Back2025Rob Shaffer, Maggie Hernandezclick hereclick hereConversation in Back
Conversation in Back2026Drew Whitfield, Mandy Stichclick hereclick hereConversation in Back
Dancing with Him2026Drew Whitfieldclick hereclick hereDancing with Him
Holding Onto Life2026Drew Whitfieldclick hereclick hereHolding onto Life
Look Up2026Drew Whitfield, Mandy Stichclick hereclick hereLook Up
Malinda2026Drew Whitfieldclick hereclick hereMalinda
The Stars Fill the Night2026Drew Whitfieldclick hereclick hereThe Stars Fill the Sky

Coming soon - EPs

Coming soon

Shadows on the Wall draws listeners into Plato’s shadowed cave, where prisoners chained in darkness perceive only flickering projections on stone — mere illusions of a greater reality. With a subtle nod to the fire that consumes books and knowledge in Fahrenheit 451, the EP questions the thin line between perceived truth and enforced ignorance.

Recording photos

The EP includes three versions of Shadows on the Wall. An ambient-chill version emerges from close collaboration with film composer Matthew Cravener, while an acoustic features Robynn on guitar and vocals. The third version will be an experimental take on the song with some dramatic drums and dub-step featuring the skills of Fauster.
Release Dates
December 4 - Acoustic Version (featuring Matthew Cravener)
January 8 - Ambient Version (featuring Matthew Cravener)
February - Dubstep version (featuring Fauster)

Articles & Interviews

Reviews

Review:
“Wow! How witty, astute, observant, and poetic. Conversation in Back is both intellectual and beautiful. 🧡
Some highlights that raised my vibrations and echoed my sentiment:
Way up here lookin' down I see us together on the same ground
Paper thin, the oxygen fleece covers our wars and our peace

Breathe in, then exhale
Soar above the tangled veil
Now I know I can see the sound
Hear the pictures that can't be found
…
Thank you, Robynn, Rob, and the band. I have this song saved and on repeat.” - Patrick Garnet

Out now

Credits

Vocals: Robynn O’Leary
Vocals: Maggie Hernandez
Vocals: Catie LaLonde
Acoustic Guitar: Robynn O’Leary
Dumbek: Michael Bakan
Flute: Barry Sager
Composer: Robynn O’Leary
Songwriter: Robynn O’Leary, lyricist
Producer: Robynn O’Leary
Assistant Producer: Dan James
Sound Engineer: Wells Gordon
Sound Engineer: Jackson Foster
Mixing Engineer: Lij Shaw
Mixing Engineer: Jackson Foster
Mastering Engineer: Lij Shaw
Studio: Alchemy Sound Studio, Tallahassee, Florida
Studio: The Toy Box Studio, Nashville, Tennessee
Copyright: 2019
Production year: 2026

Meaning

The song takes its name from the whisper Elijah hears after the wind, the earthquake, and the fire (1 Kings 19). It is set in the ordinary rush of the season: a cup of peppermint mocha, snow on a glass door, a young man balancing parcels in a post office line. Christmas, the song keeps noticing, is not in any of that. The refrain longs for “that still small voice, a whisper where love is born,” and the last verse names what the season is really for:
*It’s not in the gold or the glow of the lights,
It’s not in the gifts by the tree.
Christmas is that still small voice
The song is a small reminder that “getting ready for Christmas” has little to do with buying presents, and a lot to do with who loves us.

Together on the Same Ground is a heartfelt collection of original songs by Robynn O’Leary born from a raw, live studio session at Seepersaud Studios in Tallahassee, Florida. Captured in one organic flow, this EP brings together a tight-knit group of musicians for an intimate, grounded sound that feels both immediate and timeless.

Promo video

Band photos

Featuring the soulful electric guitar work of Drew Whitfield, the driving rhythms of Will Anderson on congas and Ben Bowman on drums, the steady foundation of Brian Bertucci on bass, and the harmonies of Mandy Stich and Drew Whitfield on backup vocals. The entire session was engineered by Brian Bertucci, preserving the nuance of the organic performance.
The eight-track EP includes:
• “Holding onto Life”
• “Dancing with Him”
• “Malinda”
• “Look Up”
• “The Stars Fill the Sky”
• “Apocalyptic Butterflies”
• “Climbing this Mountain”
• “Conversation in Back”
From reflective moments of resilience to uplifting grooves and tender conversations set to music, “Together, on the Same Ground” invites listeners to stand side by side — connected, present, and sharing the same earth beneath our feet.

Hear it on YouTube!

About

“Conversation in Back” is a fun, bouncy tune that looks at rich guys going to outer space while the rest of us just live our lives on the ground. Released October 15, 2025
Available on all Streaming Platforms!

Robynn O’Leary
[email protected]