In 1997, he was awarded Alumnus of the Year by the University of Strathclyde.

Tom set up his first business after graduating from the University of Strathclyde as he was, in his own words, “unemployable”. With a £5,000 loan from his grocer father Campbell and matching funds from a bank, he started selling trainers from the back of a van. Hunter built the business into Europe’s largest independent retailer. In 1998 in an unsolicited offer, Dave Whelan’s JJB Sports offered to buy the larger Sports Division for £290 million; Hunter accepted, earning himself £252 million.

Hunter, with his wife, resultantly established The Hunter Foundation in 1998 with a £10 million cheque as a tax management vehicle. After discussions with Vartan Gregorian, head of the Carnegie Foundation in New York City, Hunter set a cause and a method which has resulted in the foundation donating in excess of £50m to supporting educational and entrepreneurial projects in Scotland and sustainable development in sub-Saharan Africa in partnership with former President Bill Clinton through the Clinton Hunter Development Initiative.

Senior lending manager Peter Cummings introduced Hunter to property development, which resulted in his purchase of stakes in builder Crest Nicholson, and retirement homebuilder McCarthy & Stone. In 2001 Cummings introduced Hunter to fellow HBoS client Nick Leslau, which led to the purchase of stakes via Leslau’s Prestbury Investment Holdings in the freehold property portfolios of Travelodge hotels, licensed premises; and the theme park portfolio of Merlin Entertainments, including Alton Towers.

In March 2001, Hunter was a founding partner of West Coast Capital, the private equity arm of the Hunter Family. Through this firm he has become a major shareholder in a number of retailers – including USC, Office, D2, Qube; and 8% of British Home Stores (BHS), with the bulk owned by Sir Philip Green, subsequently disposing of them all. His other investments included Wyevale Garden Centres.

In 2001, Hunter was interviewed for the STV programme Rich, Gifted and Scots discussing his wealth, influences and philanthropy. Hunter coined the term “venture philanthropy” – using his investment pledges to leverage more cash from others to invest with him and becoming involved in the strategic delivery of the initiatives he backed. This ensured he could make a bigger impact with his money.

In 2001 Hunter is reputed to have spent £1m on his 40th birthday party, at which Stevie Wonder performed. The party was held at his home in Cap Ferrat, on the Côte d’Azur, which he sold to a Russian business for reputedly £55m in late 2007.

Advised to move to Monaco after the sale of Sports Division, Hunter wanted to raise his family in his homeland. With a growing realisation that making money was, as he told Andrew Marr in a 2005 BBC interview, “only half of the equation;” and inspired by his hero Andrew Carnegie, whose book The Gospel of Wealth central premise he often quotes:

In 2005 he received a knighthood for “services to Philanthropy and to Entrepreneurship in Scotland”.

In August 2013 Hunter put up a huge cash loan that enabled his friend David Moulsdale, founder of Optical Express eye surgery clinics, to save his company from closure after the Royal Bank of Scotland threatened to seize control.

In October 2013, Hunter was awarded the Carnegie Medal of Philanthropy. Described by some as the “Nobel Prize for philanthropy”, the medal recognises those who use their private wealth for public good and is awarded biannually to global figures leading the way in this field. He dedicated the award to his father, who he describes as his “hero and inspiration”. He also donated over £1,000,000 to children in need in 2018.

In 2013 he was awarded the Carnegie Medal of Philanthropy.

In August 2014, Hunter unveiled the scotlandseptember18.com website dedicated to providing impartial sources of information related to the Scottish Independence referendum. The site focused on 16 questions central to the referendum debate.

One of the investments the company holds is a 3.37% stake in the Hut Group, which was worth £151.6 million when the company listed on the London Stock Exchange in September 2020.