Caleb Weintraub is a painter whose practice integrates mediated technology. He has spent the past several years exploring generative tools and machine learning as extensions of studio practice. He is not an evangelist. His interest began with curiosity, specifically a long-standing attraction to oscillating between control and chance in the creative process. In this talk, he discusses how these tools have entered his painting, filmmaking, and teaching, where the line between augmentation and replacement remains murky, and why he remains skeptical of clean answers.

Caleb Weintraub, based in Bloomington, Indiana, blends figural and landscape elements into speculative scenes that dwell between memory and myth. His work has been exhibited at Fredericks & Freiser (New York), Zolla/Lieberman Gallery (Chicago), Hyde Park Art Center (Chicago), the International Museum of Art and Science (McAllen, TX), the Chicago Cultural Center, and the Grunwald Gallery of Art (Bloomington, IN). Weintraub holds an MFA from the University of Pennsylvania and a BFA from Boston University. His experimental films have received 19 awards between 2024 and 2025 and screened at festivals nationally and internationally. He has been in residence at Redux Contemporary Art Center and the Santa Fe Art Institute, and currently serves as Associate Professor and Director of the Eskenazi Technology and Innovation Lab at the Eskenazi School of Art, Architecture, and Design.