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.