The Timeless Medley compilation films feature returning cast members from the first television anime series, the Free! Eternal Summer sequel television anime series, and the High Speed! -Free! Starting Days- prequel anime film.
The High Speed! -Free! Starting Days- film is directly inspired by the High Speed! novel that was loosely adapted into the original Free! television anime.
Eisaku Kawanami (episode director on both television anime, unit director on the High Speed! film) of the studio Animation DO is directing the films at Kyoto Animation and Animation DO.
Yuji Shibata is serving as 3D director on the films, after working on the 3D CG on the television anime and also serving as 3D director on the High Speed! film.