Indiana was also founder and director of Kerchoonz.com, a social networking site that was launched in 2009 and dissolved in 2011.
As a child, Indiana's mother taught dance and her father worked in the aluminium industry. Her musical introductions stemmed from a rather rigid religious upbringing, because of this there are obvious gospel influences in her music today. Indiana suffered from a strong speech impediment in her youth. She underwent years of speech therapy where her therapist would ask her to write poems at home for her to practice singing to help overcome this condition. Indiana claims that her therapist encouraged her to become involved in music and is responsible for her development as a songwriter and an artist. This is where her love of songwriting began and developed. As a youngster, she taught herself to play her grandmother's old upright piano by ear. Between the ages of 12-16, she wrote and recorded hundreds of songs on a Panasonic tape-deck with a friend. The Sunday Herald quotes Indiana saying, "I was five when I wrote my first song, about my cat, Herbert, who was hit by a train".
At university, Indiana studied music and physiotherapy. In 1991, she won an all-American title and National Dance Association dance championship in Dallas, Texas.
The roots and beginnings of Indiana's professional career began in 1994 when she moved to southern France and lived there for 12 years (amongst other countries such as Germany, Finland and England). During her time in France, she worked in various bands exploring progressive rock, jazz, and dance music. She recorded several studio demos at Marilyn Studios, Cagnes-sur-Mer over a period of three years revealing the songwriter's deeper retreat into her music exploring jazz and soul music and penning a number of songs. In 2003, she joined a progressive rock band and the musical influences turned to a more aggressive tone mixed with both alternative and gospel influences.
In 2004, she was invited to appear on the track Tonight from Kool and the Gang's album, The Hits Reloaded, other artists appearing on that album include Angie Stone, Beverley Knight, Lisa Stansfield, Big Brovaz, Jamiroquai, Tony Hadley. In 2005, she formed a Scottish-based independent record label called Gr8pop with her later-to-become husband Ian Morrow. Venture Capital Trust and Scottish Enterprise supported the project alongside the Gr8pop investors. Her debut album, Woman at Work, was released to the UK in April 2007. The diversity of her music has been explained as an artistic well or "stew": "It's like a stew that has been cooking for a long while: well blended and tasty. Ms. Gregg has achieved a rare feat in the world of music outside of jazz: she has created something organic. And it didn't happen overnight."
In 2005 two of her songs, "Sweet Things" and "For Life", made it to the top finalists in the Pop category (56 finalists out of the 4000 songs entered) of The UK Songwriting Contest. These two songs were later also released on her 2007 album titled Woman at Work. In 2005, Indiana also did a supporting tour with Wet Wet Wet. Five additional songs by Gregg made the semi-finalist category in the same year: "Something like me", "Crazy", "How Many Tears", "Love is Blind", and "Oh Me Oh My" all of which were also included on her debut album "Woman At Work".
In 2005, the demo album "Something like me" had a limited release on the independent label Onestone Music. Later that year, Onestone Music did a deal with Scottish label Gr8pop Ltd. In 2006, Gr8pop ltd. did a deal with Ingenious VCT with a view to release Gregg's debut album in 2007.
Indiana received media attention in early summer of 2007 surrounding her "home concert" competitions where fans entered from all over the world to win a chance at having her play in their home for their friends. The competitions were covered in articles appearing in the Evening Times, Daily Record, Daily Mirror and various regional newspapers in the UK. Videos of her home gigs were posted to YouTube, Myspace, MSN and various other websites with a message about the free competition details. Winners for the series were announced on Myspace and subsequently, UKgigs TV began filming the new series in May 2007. Subsequently, videos of the home gigs were streamed on the front pages of Bebo and over the UK gigs and theatre networks.
The Home concerts first appeared in the press when the Express wrote about a surprise concert she performed for a fan's fiancée home in 2005 after he saw her live in Exeter supporting Wet Wet Wet. Indiana Gregg announced home concerts in the fall of 2005 which took place primarily in October. In December 2005, she embarked on Starbucks coffee house tour in every major UK city playing intimate acoustic sets in the coffee houses throughout 2006 whilst recording her debut album in the same year. In February and March 2007, she played a UK support tour with Lemar. Indiana, 35 married Ian Morrow, 50 during a 22-date arena and theatre tour with Lemar on March 22, 2007, in Gretna Green's Famous Blacksmith's following her concert at the SECC in Glasgow. Immediately following the Lemar tour, in April 2007 she began a third "House Gigs" tour which led to UKgigs.tv taking interest in filming the home concerts. The first filmed home concert took place in her own Glasgow home on May 21. On May 23, she played a concert in Finchley North London for the Ovarian Cancer Support group. On May 25, she played a home concert for young fashion designer Hannah Marshall in Colchester. Subsequent gigs were scheduled and filmed across the UK in Birmingham, Newcastle, Manchester, Glasgow, and Edinburgh the week beginning June 10. Scotland's Daily Record featured the Indiana Gregg Home gigs on June 12 along with a contest for Father's Day where contestants could win a home concert for their father by texting or phoning The Daily Record in Scotland. On Wednesday, June 13, The Daily Mirror ran a feature on the front page of the "Your Life" section about Indiana Gregg's house gigs featuring a home concert she did in Clare O'Hagan's front room in support of Ovarian Cancer.
The general awareness at this early stage of her career led to performances in festivals in the UK in summer 2007.
On 22 July 2008 Indiana Gregg, instigated a series of e-mails with ThePirateBay.org concerning a perceived copyright violation. Indiana then wrote a lengthy article on the subject of respecting artists' copyrights internationally.Sweet Things (March 26, 2007, Gr8pop) (Single)
Woman at Work (April 2, 2007, Gr8pop) (Album)
One of Us (October 8, 2007, Gr8pop) (Single)
Sweet Things (November 6, 2007 Gr8pop/Playground Scandinavia)
Woman at Work (November 12, 2007 Gr8pop/Playground Scandinavia)