Jamilla Okubo

In this episode of The Truth In This Art, the guest is Jamilla Okubo!

Who is Jamilla Okubo: A Washington, D.C.-based multidisciplinary artist whose work spans painting, collage, illustration, and print design. Her work centers the Black silhouette, using pattern, ornament, and saturated color to explore identity, self-possession, and cultural memory—drawing from African textile traditions, fashion, and Black feminist thought.

In our conversation, Jamilla traces her journey from Duke Ellington School of the Arts to Parsons, where she initially planned to focus on painting but discovered her multidisciplinary approach after making a dress from magazine paper. She breaks down how she developed her signature use of the Black silhouette—blacking out white models in fashion magazines with Sharpie, then tracing and painting them in bold colors to represent Black people in a positive light. Jamilla talks through the tension between her illustration work and fine art practice, explaining how client deadlines can feel like "being a machine" while her studio work requires patience and time to let ideas fully develop. She shares her creative breakthrough ritual: boxing at the gym followed by steam room sessions where she works through mental blockages. We also dig into community, the importance of trusting your gut ("if it's not a hell yes, it's a hell no"), and what it means to be in this for the long haul—creating meaningful work instead of chasing fleeting fame.

Don't miss Jamilla Okubo's work—her bold, layered silhouettes tell stories of identity, heritage, and belonging you won't want to overlook.

The Truth In This Art is supported by William G. Baker, Jr. Memorial Fund, the Maryland State Arts Council's Creativity Grant and Mayor's Individual Artist Award - Creative Baltimore Fund (Baltimore). 

Host: Rob Lee
Music: Original music by Daniel Alexis Music with additional music from Chipzard and TeTresSeis.
Production:

• Produced by Rob Lee & Daniel Alexis
• Edited by Daniel Alexis
• Show Notes courtesy of Rob Lee and Transistor

Photos:

• Rob Lee photos by Vicente Martin for The Truth In This Art and Contrarian Aquarian Media.
• Guest photos courtesy of the guest, unless otherwise noted.

Support the podcast

• The Truth In This Art Podcast Fractured Atlas (Fundraising): https://www.fracturedatlas.org
• The Truth In This Art Podcast Bluesky: https://bsky.app/profile/thetruthinthisart.bsky.social
• The Truth In This Art Podcast Instagram: https://www.instagram.com/truthinthisart/?hl=en
• The Truth In This Art Podcast Website: https://www.thetruthinthisart.com/
• The Truth In This Art Podcast Shop: Merch from Redbubble

★ Support this podcast ★