Getting your work into a gallery can feel like cracking an invisible code.
Who do you talk to?
What do you say?
Are you even ready?
It’s easy to assume that all you need to get into a gallery is great art, but anyone who’s tried knows it’s much more nuanced. And frustrating, too, since there isn’t a clear path.
Galleries are businesses, too—juggling relationships, logistics, events, sales, and more. And when a gallery is doing it well, it might look effortless from the outside. But behind the scenes? It’s anything but.
That’s why I invited Jason Ostro and Elena Jacobson of Gabba Gallery in Los Angeles to join me for this episode. Together, they offer a grounded, real-world perspective on what their gallery is looking for, what artists need to know, and how the relationship works best when both sides bring their A-game.
They share the unvarnished truth about what it takes to work with Gabba Gallery. You’ll hear about:
- How the artist-gallery relationship is really a collaboration, not a handoff.
- What makes an artist stand out—and what can turn a gallery off.
- How and why the 50/50 commission split is in place.
- The role of their annual affordable art show as a proving ground for new artists.
- Why professionalism and preparation can open more doors than you think.
If you’ve ever wanted to understand the artist-gallery relationship from the inside, this episode will be worth your time.
Listen or Watch
If you’ve been thinking about gallery representation, use this conversation as a checklist.
Review your bio, images, and the way you reach out. Make sure you’re putting your most professional self forward.
Gabba Gallery Quotes
“We’re not just selling art—we’re building long-term relationships.” —Jason Ostro
“Artists who are prepared, who send clear info—titles, dimensions, prices—make our job so much easier and stand out immediately.” —Elena Jacobson
“We can’t show everyone’s work, but we can pay attention to who’s showing up, who’s engaging, and who’s serious about their practice.” —Jason Ostro
“I’m looking at everything: the file names, the email, the tone. It all tells me how ready an artist is to work with a gallery.” —Elena Jacobson
“It’s not about us discovering you. It’s about you being ready when the opportunity shows up.” —Jason Ostro
““Walls are real estate.” —Jason Ostro
“If we can tell you put effort into your submission, that you respect our time, we’ll remember that—even if it’s not a yes right now.”—Elena Jacobson
“Our affordable art show is a way to open the door. We watch how the work performs and how the artist responds to the opportunity.”—Jason Ostro
“Professionalism isn’t just a bonus—it’s essential if you want to be invited back.” —Elena Jacobson
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About Jason and Elena and Gabba Gallery
Jason Ostro and Elena Jacobson are the curators behind Gabba Gallery, a beloved contemporary art space in downtown Los Angeles.
Jason, the gallery’s owner, has a sharp eye for emerging talent and a passion for building community through art.
Elena manages operations and loves helping artists thrive.
Together, they’ve created a welcoming space where artists can grow and connect. In this episode, they share real talk about running a gallery, supporting artists, and what it really takes to succeed in the art world.
Follow Gabba Gallery on Instagram: @gabbagallery
