Mid-March Update
- jesskhealey
- Mar 11
- 2 min read
Updated: Sep 26

WOWOWOWOW AMAZING NEWS. Some of yall checked in on me after I sent the last newsletter bc I was despresso espresso. I admit I’ve been a bit of an Eeyore. BUT some new characters have entered the story, and things have since taken a turn for the better. Generous, solution-oriented, organized, they’re kicking my ass in the best way
I have learned (too many times now) that every business transaction that ever happens ever ever ever needs a mf contract. Never again will i not use a contract. Ever. ChatGBT that shit and move tf on. Never no contract. So stupid.
THE GOOD NEWS: first single from my debut EP will be out Wednesday, March 26th. “You Poor Thing” is by far one of my favorite original songs. I say that about every new song I write, but YPT has remained in the top even since writing eight more. AND I’m sharing the cover art with y'all BEFORE ANYONE ELSE SEES IT!!
What is You Poor Thing even about anyways?? “You Poor Thing” is a very, very sad song about someone who I loved very much. This person suffers from crippling self-sabotage — paranoia, lack of self-control, and betrayal.
Some of my songs come from intellectualization, trying to make sense of confusing feelings. This song, however, is purely cathartic. I already knew how I felt about our dumpster-fire of a relationship, but those feelings were never heard.
So, out of equal parts pity, spite, and devoted affection, I wrote those feelings into metaphors I thought would be powerful and illuminating for a listener with no other context of who this person is.
I hope my clarity of thought and confidence in my point of view come through — neither of which I fully possessed until after the song (and the relationship) was finished.
I hope the listener feels the complicated combination of resentment and sympathy. I hope they can learn to understand this person’s wounds but still side with me in knowing that they treated me like a little bitch.
Pre-save here, and share with with friends ❤️🔥
Remaining March Shows:

Jessica Healey Band
Jupiter Supper Club
Sat. March 22nd | 8pm, 10pm, 12am
Solo Acoustic
Four Seasons Hotel - Ciclo
Sun. March 23rd | 11am - 2pm
Jessica Healey Band
Jupiter Supper Club
Thurs. March 27th | 8pm, 10pm, 12am
Solo Acoustic
Mozart’s Coffee Roasters
Sun. March 29th | 12:30pm - 3:30pm
Solo Acoustic
Four Seasons Hotel - Ciclo
Sun. March 30th | 11am - 2pm