Born in London, Toby began honing his skills in the competitive world of feature films, commercials, and music videos, laying the groundwork for a promising career in the industry. His debut film, The Cookie Thief, premiered in 1999, garnering widespread recognition and critical acclaim. The film's impressive performance earned Toby a Palme d'Or nomination at the prestigious Cannes Film Festival, as well as a shortlisting for a BAFTA nomination. The Cookie Thief boasted an impressive cast, featuring Jack Davenport and Honor Fraser, and was showcased at over 20 film festivals worldwide. The film's impressive distribution deals included sales to Canal Plus, Canal International, and Channel 4.
Toby's subsequent work included co-directing the concert film and documentary of Pete Townshend's The Lifehouse Concert project in 2000. The film was made available for streaming on MCY and Pete Townshend's website, before being released on DVD. The film's success was marked by its win of the Yahoo Online Music Event of the year award. In 2001, Toby directed Fat Chance for Film 4, a short film that received a nomination for best short at the Rushes Soho Short Film Festival. Fat Chance was also featured in the Kodak Cinematography Showcase at BAFTA, and aired on Channel 4 and Film Four.
Toby's most recent directorial effort was The Pro, a black comedy released in 2008. Set in the world of English golfing communities, the film starred Richard Coyle, Andrew Lincoln, and Mark Heap. The Pro offered a humorous take on the quirks and eccentricities of parochial England's golfing community, and marked a significant milestone in Toby's career as a director.