Red Flags: The Making of the Music Video
A documentary by Jake Jakubowski
About the documentary
Red Flags: The Making of the Music Video, with Ali Hart is a short American documentary produced, written, and directed by Jake Jakubowski. The film presents an intimate, behind-the-scenes chronicle of the creation of the music video for Red Flags, a song by Bath, Maine–based singer-songwriter Ali Hart. Blending observational filmmaking with personal reflection, the documentary captures both the technical process and emotional undercurrents of bringing a music video to life. It marks Jakubowski’s second documentary effort, following The Mayor: A Chronicle of Williams Syndrome, and was released on July 12, 2024.
Although Red Flags is not Hart’s first original composition, it represents a significant milestone in her artistic development as her first major music production accompanied by a fully realized music video. The documentary highlights this transition, positioning the project as both a creative and personal evolution for the artist.
Filmed over the course of four production days, the documentary traces the progression of the music video from preparation to completion. It begins with Hart collecting counterweights for camera stabilization, during which she reflects on a spiritual connection to stones used in sweat-lodge ceremonies an early indication of the symbolic themes woven throughout the project. The first day of filming takes place at Studio 48 in Brunswick, Maine, where Hart, alongside her family, prepares the set, including the careful placement of a baby grand piano on stage.
The second day shifts to the Citrus Club in Portland, where Hart offers insight into the meaning and emotional foundation of Red Flags, grounding the production in personal narrative. On the third day, filming moves to Dresden, Maine, featuring a 1972 Chevrolet Chevelle SS that adds a distinct visual and thematic element to the piece. The final day concludes in Bath, where an interior condominium setting is transformed into a restaurant-style environment for a choreographed dance sequence, bringing the project to its visual and emotional culmination.
Through its detailed documentation of the creative process, Red Flags: The Making of the Music Video with Ali Hart not only captures the production of a single music video but also offers a broader portrait of artistic collaboration, ambition, and the realization of a creative vision.
Ali Hart
Ali Hart (stylized Ali H:art) is an independent DJ/producer, singer, and songwriter based in Bath, Maine. A self‑described “late bloomer,” she stepped into music with purpose after years of quietly honing her craft. In 2024 she released her debut single “Red Flags,” pairing the track with a self‑produced music video that foregrounds her ear for groove, texture, and cathartic hooks. Onstage, Hart blends live vocals with a DJ’s instinct for dynamics; in the studio she builds warm, propulsive arrangements that nod to classic funk and hip‑hop as much as contemporary pop. Community‑minded and collaborative by design, she brings a welcoming, team‑first energy to every session and set. Red Flags: The Making of the Music Video follows that spirit in action, documenting Ali and a small crew as they turn a bold idea into three unforgettable minutes.
Meet the Director
Jake Jakubowski is an independent filmmaker, director, and producer whose work centers on telling human stories with authenticity and emotional depth. Working primarily in documentary form, he approaches each project with a focus on connection both between subject and audience, and within the communities he documents. His filmmaking style blends observational storytelling with a strong sense of place, often drawing from real-world experiences to highlight resilience, creativity, and the everyday moments that define people’s lives. Through his work, Jakubowski aims to create films that are not only informative, but deeply personal and widely accessible, reflecting a commitment to sharing meaningful stories with a broad audience.