Through the Annenberg Foundation, one of the ambassador's grandchildren, Gregory Annenberg Weingarten, issued his first grant in the early 1990s, and Gregory continued his philanthropic giving with the guidance of his grandfather until Walter's death. In 2008, the Annenberg Foundation moved its Philadelphia headquarters to Los Angeles. Today, the foundation is led by Walter's daughter, Chairman/CEO/President Wallis Annenberg, with Gregory and his siblings, Lauren Bon and Charles Annenberg Weingarten, serving as vice presidents and directors.
Gregory's philanthropy over the years has been broad and inclusive, supporting a range of innovative projects and organizations that address social and cultural issues, meet urgent community needs, and offer inspiration and collaboration — all with the goal of improving the quality of life in communities around the world. In 2011, he formalized his grantmaking as GRoW @ Annenberg, a philanthropic initiative at the Annenberg Foundation. GRoW is a play on the initials of Gregory and Regina Weingarten, his wife and philanthropic partner. Under Gregory's direction, GRoW has facilitated the repatriation of sacred Native American objects, supported teachers in remote areas of Peru, built health care centers in Bangladesh, helped to create school safety programs in the Los Angeles community of Watts, and funded museums, opera companies, jazz orchestras, and student scholarships across the U.S. and Europe.