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Born in Chapel Hill, North Carolina, Holland was raised in Davidson, NC. Holland's father was born in Lynch, Kentucky and grew up in Lynchburg, Virginia. His mother was born in Norway. An Eagle Scout, Holland graduated from The Episcopal High School (Alexandria, VA) in 1983 and went on to be a Morehead Scholar and graduated from the University of North Carolina (B. A. 1987) (Law Degree. 1991). He spent his junior year at Universite Paul Valery in Montpellier, France and one semester of law school with Pace University at University College, London, England.
Holland owns The Group Entertainment LLC, which includes a film production company, talent management division, a music company and an art gallery, The Green Building Gallery. In the past, The Group Entertainment also included a talent management company. Holland has produced more than 100 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, FLOW: For Love of Water which was short-listed for an Academy Award, and 2017 SXSW winners The Seer (re-titled Look and See: A Portrait of Wendell Berry) and Most Beautiful Island.  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 was an editor before 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, Kyle James Hauser, 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. The company moved with Holland to Louisville in 2006.
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 the area that he dubbed NuLu (a.k.a. the East Market District), the heart of Louisville's arts district. It used to provide 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." Louisville Magazine named Gill its 2009 Person of the Year.
He has been dubbed the "Mayor of NuLu", by a Louisville magazine NFocus, after all of his efforts in the East Market District, where he has also been president of NuLu Business Association for the past 4 years. In 2013, he turned his attention to the historic Portland neighborhood in West Louisville and is and working on rehabilitating historic shotgun houses, in addition to developing several mixed-use spaces. Past and present 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, the Americana Center, and the Muhammad Ali Center. Holland is a minority owner of the Forecastle Festival and Louisville City FC.
Holland ran unsuccessfully for Louisville's Metro Council in 2016.
Green efforts and NuLu
Gill Holland has become a major player in the green movement in Kentucky. His biggest achievement would be The Green Building. The building has become a staple of the movement in the NuLu. His goal with this district is to create a locally run area that showcases local restaurants, locally grown food and buildings that use sustainable resources. Holland was quoted by The Lane Report saying "There's a saying that the Stone Age didn't end because we ran out of stone," he said. "The coal age is not going to end because we run out of coal. I'm all about incentivizing people to change, (but) not mandating it or telling them (they have) to do it." about the green movement. The Green Building (Louisville, Kentucky) was only step one. Now Holland, who is the poster child for the green movement in Kentucky, has more plans to make Kentucky a green state as well. He was instrumental in helping Louisville Mayor Greg Fischer hire its first Director of Sustainability. He wrote the forward to Sally van Winkle Campbell's "Saving Kentucky: Greening the Bluegrass."
- Most Beautiful Island (2017)
- Look & See: A Portrait of Wendell Berry (2016)
- Omphalos (2016)
- An Honest Liar (2014)
- MaidenTrip (2014)
- Big Star: Nothing Can Hurt Me (2012)
- Mariachi Gringo (2011)
- The Catechism Cataclysm (2011)
- Bass Ackwards (2010)
- Beautiful Darling (2009)
- The War Boys (2009)
- FLOW: For Love of Water (2008)
- Adventures of Power (2008)
- Asylum Seekers (2008)
- Were the World Mine (2008)
- Mountaintop Removal (2007)
- Just Like the Son (2006)
- Mentor (2006)
- Sweet Land (2005)
- Nicky's Game (2005)
- Loggerheads (2005)
- Dot the I (2003)
- Martin & Orloff (2002)
- Spring Forward (1999)
- Dear Jesse (1998)
- Desert Blue (1998)
- Hurricane Streets (1997)
- Inside/Out (1997)
- "Gill Holland's hurricane of success". Norway.org. Retrieved October 1, 2013.
- "Unreality of his reality: Holland's role as producer doesn't conform to ideas of 'business' – Louisville – Business First". Bizjournals.com. December 17, 2007. Retrieved October 1, 2013.
- Green is growing (March 14, 2008). "Sustainable Design and Architecture | US Green Building Council | Solar Panels". The Green Building. Retrieved October 1, 2013.
- "Gill Holland-produced film 'Most Beautiful Island' wins top award at SXSW - Insider Louisville". Insider Louisville. 2017-03-16. Retrieved 2017-04-24.
- Rafferty, Diane. "The Talk of the Town: Brothers From Another Planet". The New Yorker. Retrieved October 1, 2013.
- Toni Schlesinger (June 30, 1998). "Reel Life – Page 1 – News – New York". Village Voice. Retrieved October 1, 2013.
- J. Christian Walsh (October 13, 2010). "Dining Guide 2010: For Gill Holland, it's all about the Mayan Café | Louisville's Alt-Weekly". LEO Weekly. Archived from the original on October 18, 2014. Retrieved October 1, 2013.
- "Music Issue 2007: That sound you hear is innovation (pt 5) | Louisville's Alt-Weekly". LEO Weekly. July 24, 2007. Archived from the original on July 22, 2012. Retrieved October 1, 2013.
- Howard, Hilary (September 9, 2008). "Louisville Neighborhood Becomes an Arts Area". The New York Times.
- "Lunch With...Gill Holland". Courier-Journal. Retrieved October 1, 2013.
- "In Louisville, New Life Fills Old Facades". The New York Times. July 10, 2011.
- "TEDxUofL". TEDxUofL. Archived from the original on October 4, 2013. Retrieved October 1, 2013.
- "Louisville Life – Program 516". KET. Archived from the original on October 4, 2013. Retrieved October 1, 2013.
- Weisstuch, Liza (April 25, 2010). "Louisville takes the reins in crafting new cuisine – The Boston Globe". Boston.com. Retrieved October 1, 2013.
- Kaufman, Steve (October 20, 2011). "No place like NuLu: Louisville's hottest small-biz corridor keeps adding retail, restaurants and start-ups". Insider Louisville. Archived from the original on January 26, 2013. Retrieved October 1, 2013.
- Boyd, Terry (January 23, 2011). "Insider Q&A: Gill Holland's insider take on Sundance, the movie biz and what Robert Redford is really like". Insider Louisville. Archived from the original on January 27, 2013. Retrieved October 1, 2013.
- "The Importance of Networking | The Independent". Independent-magazine.org. May 1, 2004. Archived from the original on October 4, 2013. Retrieved October 1, 2013.
- Gill Holland on Internet Movie Database
- Voice-Tribune article on NuLu by Holland
- Gill Holland on the Business of Filmmaking
- Performance on The Moth mentioning Holland
- Gill Holland on MetroTV "Leadership Landscape"
- Gill Holland's Portland Efforts on WDRB
- Gill Holland on Citylab.com
- Investors Bet on Portland Neighborhood's Revival