The film, an essayistic exploration of nineties teen movies narrated by Fairuza Balk, was crowdfunded through Kickstarter.

The same year they offered three 'no-strings-attached' filmmaker grants of £5,000, which were awarded to Jamie Janković, Grace Lee, and John Ogunmuyiwa.

His short documentaries Fish Story and Lasting Marks, published through The Guardian, focused on the family history of film critic Caspar Salmon[12] and the British police's investigation into same-sex male sadomasochism in the 1980s,[13] respectively.

Lasting Marks was a co-production with documentarian Laura Poitras's company Field of Vision, and based on Shackleton's own archival research.

In 2021 and 2022 respectively he began touring two new projects: The Afterlight, another essay film which exists as a single print which will degrade with each showing,[17][18] and As Mine Exactly, a virtual reality performance piece about his mother's experiences with epilepsy.

[19] Shackleton's documentary Zodiac Killer Project premiered at the 2025 Sundance Film Festival, where it won the NEXT Innovator Award.