Hearst is the founder, chairman and chief executive officer of Chestnut Holdings LLC, a private equity and agricultural development company. He partnered with Architect Philippe Stark and hotelier Alan Faena to develop the Faena Hotel+Universe in Buenos Aires. The investment into the building, first built in 1902 as a grain storage facility, was in excess of $100 million. With Christopher Burch, he completed the development of a $19 million luxury home developments in Nantucket, Massachusetts.
Hearst is actively involved in a wide range of civic, philanthropic and global humanitarian causes, including early childhood development projects with Save the Children and the government of Bhutan, and community agricultural projects in South Sudan. He is on the board of Directors of Save the Children USA, an organization he has been closely involved with for more than 20 years. He was awarded The National Humanitarian 2014 Award. Hearst also serves on the board of advisors of the Blue School, and Karuna-Shechen, a non-profit humanitarian organization focused on providing education, Health care and social services in the greater Himalayan region.
In fashion, Hearst was one of the first Investors in Tory Burch. Other Investments in the sector included Candela, Fashion Tech Forum, Jack Rogers, Soludos, and Bikyni. In 2015, he launched with his wife designer Gabriela Perezutti Hearst, Gabriela Hearst. In consumer products, he has been an initial investor in Jawbone and Tipa Bags among others. As a principal and founder of Bridge Builders some of the Investments in the mind fitness sectors included Headspace, eMindful and Muse.