From taking a web firm public at $1.2B to raising $6B for charity, developing a world-ranked hotel in the Laurentians, and reshaping political advertising twice — the through-line has always been the same: find what doesn’t exist yet, then build it with people you’d be proud to work alongside.
Rich Masterson
Entrepreneur · Philanthropist · BuilderFounded one of the first web development agencies before the industry had a name. Took it public on NASDAQ.
Built a donor-advised fund platform that fundamentally changed how high-net-worth individuals give at scale.
Designed and built a landmark chateau in Quebec’s Laurentian Mountains, with developments in Florida, Montreal, and Costa Rica.
Owned and operated as a boutique hotel in Quebec’s Laurentian Mountains, earning global recognition for an unmatched guest experience.
Built the data-driven platform that redefined how campaigns reach voters digitally. Rebranded and sold to Altice USA.
Built and operated a premium auto care brand and owned a full golf club operation in Stone Harbor, New Jersey.
Returned to political digital advertising, applying two decades of data-driven expertise to a new generation of races.
Co-founded Cocktail Pools to bring a new category of compact, design-forward pools to the residential market.
I am not generous because I am successful. I am successful because I am generous.
Named Entrepreneur of the Year by one of America’s most respected voices on business and innovation.
Recognized as the fastest-growing company in the Philadelphia region — a testament to the velocity and discipline of early growth.
Appointed as the inaugural Entrepreneur in Residence at Wharton — bridging real-world company building with one of the world’s foremost business schools.
Chateau Beauvallon was rated the top hotel globally for quality and value — earned through obsessive attention to the guest experience.
One of the largest donor-advised fund sponsors in the United States, managing billions in charitable assets.
One of America’s most storied orchestras and a cornerstone of Philadelphia’s cultural identity.
A private trust and wealth management firm serving high-net-worth clients in the Philadelphia region.
A registered investment management firm offering institutional and retail mutual fund strategies.
Undergraduate education at James Madison University in Harrisonburg, Virginia — a foundation in business and broad thinking that shaped an unconventional career.
Completed executive education at Harvard, deepening strategic and leadership frameworks at one of the world’s most rigorous academic institutions.
Named the first-ever Entrepreneur in Residence at the Wharton School — placing real-world entrepreneurship at the center of Wharton’s curriculum.
Ventures and focus areas in 2026
How I engage with the world
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