Holland owns The Group Entertainment LLC, which includes a film production company, talent management division, a music company and an art gallery. Holland has produced more than 70 feature films including Hurricane Streets which was the first film ever to win three Sundance Film Festival awards in 1997 as well as the Cannes Film Festival selection Inside/Out, the Independent Spirit Awards winner Sweet Land and nominee Dear Jesse (also nominated for an Emmy), the Gotham Awards nominee Spring Forward and "Flow: for Love of Water" which was short-listed for an Academy Award. He has served on many film festival panels juries, including 1999 Sundance Film Festival short film jury, Norwegian International Film Festival for the Amanda Awards and the Academy Awards, Student Division (2002 and 2003).
Holland founded cineBLAST! which the Hollywood Reporter in 1999 and 2000 called one of the top ten production companies in New york City. He sold cineBLAST! in 2000 at the height of the tech boom. Before that he worked for three years at the French Film Office / Unifrance after a brief stint at October Films.
Holland is also the founder of sonaBLAST! Records, an independent record label featuring Ben Sollee, Nerves Junior, The Pass, Cheyenne Marie Mize, The Old Ceremony, and Irish singer-songwriter Mark Geary, whose 2004 release Ghosts featuring backing vocals by Josh Ritter and Glen Hansard is nearing gold status and received critical acclaim in Ireland and the USA.
Louisville Magazine named Gill its 2009 Person of the Year.
Together with his wife, Augusta Brown Holland, Gill Holland developed The Green Building. This renovation of a historic building opened in the Fall of 2008 in NuLu aka the East Market District, the heart of Louisville's arts district. It provides offices for SonaBLAST! Records, Holland Brown Books and The Group Entertainment. They then went on to landmark and develop almost a block of neighboring historic buildings. He is the author of two fund-raising art books for children, "Louisville Counts" and "L is for Louisville."
He has been dubbed the "Mayor of NuLu", by a Louisville magazine NFocus, after all of his efforts towards the East Market Disctrict. Board and commission service includes Actors Theatre of Louisville, Louisville Film Society, Fund for the Arts, Speed Art Museum, Olmsted Parks Conservancy, Louisville Public Media, Kentucky Film Commission, KY Governor's School for the Arts Advisory Council, International Bluegrass Music Museum.
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