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Rolando Damian Rodriguez, CFRE
President & CEO


For over 30 years, Rolando Damian Rodriguez has been leading fundraising campaigns and creating new revenue streams for humanitarian causes.  He has created, launched and managed dozens of innovative programs and generated millions in new revenue. His expertise in developing fundraising Foundations and engaged boards has helped many non-profit organizations expand their revenue exponentially. 


In 2012, Rolando launched The Crosspoint Group to provide board development, strategic planning and fundraising support for non-profit organizations.  Originally focused on South Florida, he has branched out to launch and design various programs across the country.  He also designed international healthcare development programs in Latin America, South Florida and throughout the United States.



As President and CEO of the Jackson Memorial Foundation, Rolando established the most successful public hospital foundation in the country, raising over $200 million for programs such as Jackson’s Ryder Trauma Center and Holtz Children’s Hospital.  He led an organization with over 100 employees responsible for fundraising, grant development and management, project management, international business development, and customer service and hospitality programs that helped transform Jackson Memorial Hospital into its current brand as an international medical center.

As the founder of the International Kids Fund, Rolando also led global fundraising programs that raised millions to provide life-saving care to seriously ill children from all over the world.


As the founding Executive Director of the Catholic Health Foundation, Rolando led the funding of new health programs for the Archdiocese of Miami, including  Genesis, one of the nation’s first living facilities for people with AIDS.


Rolando led the creation of the Big Brothers Big Sisters of Miami Foundation, where he helped recruit a prestigious Board of Directors, developed new grant programs and launched membership groups leading to consistent double-digit fundraising growth.  Among his most recent projects is a $10 million capital campaign for the Friendship Circle of Miami, creating a national development office and launch of a $15 million national campaign for the Breakthrough Collaborative, based in San Francisco, California, developing a new $20 million "Village" for PATCHES, and  managing a $25 million campaign for a new Ronald McDonald House of South Florida.

Rolando is committed to creating and recruiting powerful boards of directors and prominent fundraising support groups that are the basis for sustainable fundraising growth.  His expertise includes designing premier donor recognition programs, peer to peer fundraising and prestigious events leading to high-profile organizational branding.


Rolando is a proven leader in strategic planning, board training, branding and public relations, as well as a skilled writer and speaker.  He is a contributor to "Advancing Philanthropy" magazine, and a blogger on "Myths in Philanthropy" for AP Perspectives.  He has volunteered and chaired various committees, events and programs for local civic organizations as well as having served as President of the Miami Chapter of the Association of Fundraising Professionals (AFP), as well as on the National AFP Foundation board of directors.

"I believe in finding practical solutions that make sense for each individual client.  There is too much mystery applied to the practice of fundraising.   Successful philanthropy is about the application of common sense practices in ways that win people over to a good cause.    When it's done right, fundraising is fun, motivational, and satisfying.  We can make it happen."

Rolando Damian Rodriguez

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