L-R: Mike Stigliano, General Partner, Westchester Angels Fund; Sandy Wollman, Managing Director, Westchester Angels; Laura Danforth, Head of School, The Masters School; Jonah Hardy, Director of Innovation and Entrepreneurship, The Masters School; and Sam Savage, Associate Head of School for Facility and Academics, The Masters School Innovation and Entrepreneurship Center in Dobbs Ferry, NY
Westchester Angels and The Masters School in Dobbs Ferry are proud to announce a new partnership designed to spark entrepreneurial thinking, mentorship, and real-world learning for students. This collaboration brings together a dynamic network of investors and a forward-thinking educational institution to foster innovation and prepare students for future success.
The partnership emphasizes hands-on engagement. Westchester Angels will serve as judges and mentors for The Masters School’s entrepreneurial programs, including the Diamond Challenge. Students will have the unique opportunity to attend investor meetings, review pitch decks, and see firsthand how startups grow and scale.
“This partnership is about opening doors and making the entrepreneurial journey real for students,” said Sandy Wollman, Co-founder and Managing Director of Westchester Angels. “By connecting students directly with investors and mentors, we are helping them build confidence, sharpen their ideas, and see what’s possible.”
The Masters School will host select Westchester Angels investor meetings on campus in its Innovation and Entrepreneurship Center (IEC), giving students direct exposure to the business world. The collaboration will also include live-streamed and recorded sessions to expand access and extend learning to the broader community.
“We’re truly grateful to partner with Westchester Angels to bring these kinds of real-world experiences to our students,” said Sam Savage, Associate Head for Faculty and Academics, The Masters School. “It brings learning to life, giving students direct access to the people, ideas, and experiences shaping today’s innovation economy.”
Together, the organizations are creating an environment where education meets real-world experience. Through mentorship, access, and experiential learning, the partnership equips students to think boldly, act creatively, and develop skills needed to succeed in a rapidly changing world.
For more information about the Westchester Angels, contact Sandy Wollman: sandy@westchesterangels.com
About Westchester Angels
Westchester Angels is an angel investor group whose mission is to provide financial and strategic partnerships to startups nationwide, with a focus on the metro New York area. The group’s interest in startups goes beyond capital; members actively mentor and work closely with the companies they support.
Through its newly launched member-based fund, Westchester Angels empowers members to vote on investments, expanding the capital available to startups with each investment. Westchester Angels meet regularly to review opportunities, conduct due diligence, and make individual and group investment decisions. The organization is committed to helping innovative companies grow and succeed.
About The Masters School
The Masters School is a leading independent, coeducational day and boarding school in Dobbs Ferry, serving students in grades 5-12. Founded in 1877, Masters is distinguished by its rigorous academics and the Harkness method, a student-centered approach that fosters deep engagement, critical thinking, and collaborative learning. The School is committed to developing skilled communicators, creative problem solvers, and ethical leaders prepared to make a meaningful impact in the world.
