He established a university / college newspaper called "The Voice", and later was assigned as Managing Editor of George Brown College's "dialogue". Craig started his career working as an assistant in a number of films, including Good Will Hunting, Studio 54, Storm of the Century, Loser, Superstar, Possessed, and a number of television series. In 2001-02, he was senior television producer for Canada's first reality television series for two consecutive seasons. He followed that in 2003 as a Segment/Associate Producer for the National Geographic 13-part series Crisis Zone about the efforts of volunteers. He became a director and producer at Much Music Canadian music television and has done a number of music videos for Universal Records. He also directed/produced Teenage Angst for, the documentary-series, which won "The Japan Prize for Best Youth Show in the World". Craig directed Season One of Design Inc., HGTV's top-rated design show. He is also the director of HGTV's Disaster DIY, a Gemini Award winner for "Best Host in a Lifestyle/Practical Information, or Performing Arts Program or Series" for the presenter Bryan Baeumler. Craig Goodwill directed a documentary about restavecs, slave children in Haiti. The documentary directed by Craig Goodwill and entitled Forgotten Children: The Story of Haiti's Restavecs shows the situation of the restavecs through the eyes of different personalities including pop singerGeorge Nozuka, a Canadian UN peacekeeper, some Haitian youth filmmakers and activists, and former working children themselves. Craig has worked with the National Film Board of Canada to set guidelines and update policies for the "Filmmakers Assistance Program". He has developed a number of projects including "Culture Creatives and Company" and has done a number of music videos for Universal Records. Craig, and partners have also developed an online magazine, which is a cultural portal for the creative class. Craig is also the Executive Producer of Directors of Change a program sponsored by NokiaFree the Children and IYF. The program works with youth to produce documentaries about social issues affecting youth. Crossing Borders is the most recent film, documenting Mexican youth and their struggles living on the border. Craig is also President of Culture Creative and Company ccandco, a media production company which produces commercials and content for such companies as Nokia, Bank of America, Pedigree, Nike and including documentaries and web platforms for Plan Canada Free the Children.