Highlighted Accomplishments
Jackson Health Foundation
JHF was founded under Rolando’s leadership as its first President and CEO. He launched the landmark $28 million Ryder Trauma Center Campaign and led the creation of Holtz Children’s Hospital, the International Kids Fund, and Jackson International, among many other transformative initiatives. Under his leadership, the foundation evolved into one of the nation’s most respected public hospital foundations, generating more than $200 million in private philanthropy, securing over $70 million in grants, and helping drive more than $250 million in international patient revenue for the Jackson Health System.
University of Miami’s MRED+U Program
The Master of Real Estate Development + Urbanism (MRED+U) program at the University of Miami is guided by a premier board of leading developers and visionaries from Miami, New York, and beyond. In 2025, Rolando began a strategic planning process to explore the future of the real estate industry and how MRED can continue to evolve, deepen its impact, and prepare the next generation of real estate professionals.
Coral Gables Community Foundation
CGCF has been bringing together beneficiaries and benefactors to fund programs that have the greatest impact and benefit for “The City Beautiful.” Rolando guided a strategic planning process that successfully grew and focused the foundation's future work. In 2025, he served as Interim CEO as the organization sought it's new President. In 2026, Rolando began working with the new CEO to establish the Miami Beach Foundation in partnership with CGCF.
Big Brothers Big Sisters of Miami
Rolando led the launch of the Big Brothers Big Sisters Foundationwith dynamic new major gift and branding strategies, a prestigious new board of directors, and other programs seeking to greatly expand the amount of private funds raised by the agency. With his help, BBBS concluded a campaign for its new home - the Carnival Center for Excellence.
Friendship Circle of Miami
Friendship Circle of Miami has served children and young adults with special needs and their families since 2004. Beginning in 2018, Rolando helped build the organization’s development infrastructure, including the creation of a governing board, establishment of a structured grants program, recruitment of development staff, and launch of comprehensive fundraising initiatives. He also led a successful $16 million capital campaign that positioned the organization for significant long-term growth and expanded community impact.
Latin American Association of Insurance Agents
LAAIA is on the nation’s leading Hispanic insurance industry associations, with chapters across the United States and a growing national presence. Since 2025, Rolando has served as a strategic advisor to the organization, helping guide national growth initiatives, board development, governance alignment, chapter engagement, and long-term organizational planning for the association and the LAAIA Foundation.
Ronald McDonald House of South Florida
Ronald McDonald House offers families a place to call home while their child is receiving critical medical treatment in nearby hospitals. In 2021, Rolando developed and guided the start-up of a $30 million campaign for a new 7-story house on the grounds of Jackson Memorial Hospital, with the facility set to open in mid-2027.
Breakthrough Collaborative
Based in San Francisco, Breakthrough closes the opportunity gap with a students-teaching-students model, implemented through 24 affiliates throughout the United States. Rolando helped lead the expansion of Breakthrough's national development office, including hiring staff, launching a new grants program, expanding events, and developing a major national fundraising campaign.
Torre Companies
Torre Companies is a respected South Florida luxury construction and development firm known for high-end residential projects and a commitment to quality craftsmanship. In 2026, Rolando began facilitating a strategic planning and organizational growth process focused on leadership alignment, operational evolution, and positioning the company for its next phase of growth.
PATCHES
PATCHES serves children with complex medical needs requiring specialized daily healthcare and therapeutic support. Rolando guided the organization through a transformational development and planning process focused on strengthening fundraising capacity, building board leadership and engagement, and positioning the organization for long-term growth, including plans to develop a new PATCHES Village campus in Florida City.