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Chief Executive Officer

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Chief Executive Officer

The Hole in the Wall Gang Camp

Onsite New Haven, Connecticut

Founded in 1988 by Paul Newman, The Hole in the Wall Gang Camp was created with a simple but powerful premise: that children with serious illnesses deserve the transformational joy, friendship, and belonging that define the camp experience. For nearly four decades, the organization has delivered life-changing programs, always free of charge, to thousands of children and families each year. Rooted in compassion, resilience, safety, and joyful inclusion, the Camp blends traditional activities with significant, yet unobtrusive, medical support so that every child can safely participate, stretch beyond perceived limitations, and discover a community defined by acceptance.

From its original Connecticut campus in Ashford to hospital partnerships across the Northeast and Mid-Atlantic, Hole in the Wall has evolved into a multi-site, year-round enterprise. Programs include onsite summer sessions, Family Weekends, bereavement retreats, the Hero’s Journey® and Champion’s Journey adventures, a robust Hospital Outreach Program serving nearly 40 locations, and Family Outreach initiatives that extend the Camp’s magic into homes and communities. In 2026, the organization will open its Maryland campus on the historic Wye River property, marking a significant expansion of its national reach and impact.

The Opportunity

The Hole in the Wall Gang Camp seeks a bold, mission-driven Chief Executive Officer to lead one of the nation’s most beloved organizations serving children with serious illnesses and their families.

Reporting to the Board of Directors, the CEO serves as chief strategist, enterprise leader, and mission steward, ensuring alignment across programs, people, culture, and resources while advancing long-term sustainability and impact. This is a defining moment in the organization’s history, as the next CEO will steward both the continued strength of the Connecticut campus and the successful launch and growth of the Maryland campus.

The CEO will guide a complex, multi-site enterprise that includes onsite and year-round programming, hospital-based outreach, and regional family engagement across the Northeast and Mid-Atlantic. As the organization’s most visible ambassador, the CEO will expand national awareness, strengthen partnerships with hospitals and community organizations, and help lead a transformational $150 million comprehensive campaign. Internally, the CEO will assess and strengthen organizational structure, including the recruitment of a Chief Operating Officer, while fostering a culture rooted in compassion, excellence, safety, and joy.

This leader will shape the next chapter of Hole in the Wall’s impact, ensuring that its founding spirit endures while evolving to meet emerging needs.

The Hole in the Wall Gang Camp
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    By admin|2026-02-27T21:52:34-05:00February 27, 2026|Comments Off on Chief Executive Officer

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    Bob Giannino has had a transformative impact at the highest levels of nonprofit leadership by identifying opportunities for impact, making bold plans, and bringing people together to find common cause for the common good. A touchstone of Bob’s leadership is his conviction that the success of an organization lies in its people—a credo he has embodied and realized by building strong, inclusive teams and nurturing ecosystems where both individuals and institutions can thrive.

    At Lindauer, Bob leverages his extensive executive experience to help organizations identify, cultivate, and retain exceptional talent. His thoughtful approach ensures that leaders are positioned to drive sustainable change and long-term impact.

    Expertise

    With more than two decades of experience across diverse sectors, Bob brings a strategic approach to talent development, honed through years in top executive roles and rooted in the understanding that people are the key to organizational success. At Lindauer, Bob draws on his deep knowledge of how strong talent acquisition, culture-building, and mentorship fuel institutional growth. His expertise includes building diverse and inclusive teams, aligning talent strategies with organizational missions, and scaling organizational impact through strategic growth.

    For Bob, executive search is akin to completing a complex puzzle, where the right candidate represents a crucial piece that helps bring the full picture into focus. Bob thrives on the challenge of understanding the unique needs and dynamics of each organization, then strategically matching them with candidates who can seamlessly integrate and make a lasting impact. His ability to focus on both the immediate requirements of a role as well as the critical factors for long-term organizational success sets him apart in the search process.

    Experience

    Before joining Lindauer, Bob served as President & CEO of United Way of Massachusetts Bay, one of Greater Boston’s leading civic institutions, where his strategic leadership helped create greater opportunity, access, and equity across 140 communities in Eastern Massachusetts.

    Prior to United Way, Bob served as the CEO of uAspire, the nation’s leading nonprofit focused on helping young people and families navigate an affordable path to a postsecondary degree. Over 15 years, Bob oversaw the transformation of uAspire from a small, local organization serving 1,000 young people in Boston into a national, award-winning enterprise reaching more than 25 states and 300,000 students each year. In addition to its direct service programming, uAspire’s policy and systems change efforts will lead to dramatically improved financial access to a college degree and economic opportunity for millions of young people.

    From 2015-2020, Bob served as a member of the Management Faculty at the Institute for Nonprofit Practice, a national leader in equipping the nation’s social impact leaders to boldly advance their organizations and missions, creating a more equitable future for all.

    Throughout his career, Bob has been recognized by numerous local and national organizations for his contributions to and leadership within the nonprofit sector. In 2022, Bob was named an LGBTQ Trailblazer by the Boston Business Journal for his longstanding commitments to Greater Boston’s LGBTQIA community and, in 2024, he was honored by Get Konnected! as a DEI Champion and Ally. In addition, Bob was awarded the prestigious Barr Fellowship for his “outstanding contribution to the Boston community and potential to drive positive change for years to come.”

    In 2025, Bob became Chair of the Board of Directors of Idealist.org.

    Education

    Bob holds an AB in Government from Harvard University and an Executive Education Certificate in Strategic Perspectives in Non-Profit Management from Harvard Business School.

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    A respected professional services leader and a sought-after advisor to organizations across the nonprofit sector, Jackie Sullivan draws on an extensive toolkit of problem-solving strategies to consistently deliver innovative solutions and actionable recommendations for her clients. With a focus on tactical implementation, big-picture thinking, and high-touch relationships with stakeholders, she has earned the trust of numerous organizations engaged in life-changing work around the world.

    Known for approaching challenges with tenacity and determination, Jackie brings a wealth of experience in independent school, higher education, and global and social nonprofit leadership and consulting that positions her as the ideal partner for recruiting top-tier talent.

    Expertise

    Jackie’s core strengths lie in her profound understanding of organizations and their operational intricacies, coupled with her ability to assess and fulfill the unique needs of development offices within these institutions. Her deep well of knowledge regarding the inner workings of institutions allows her to navigate their complexities with precision and insight, while her breadth of experience gives her an industry-level perspective.

    Jackie has partnered with the full range of independent schools, including boarding and day schools, faith-based schools, single-gender schools, and specialty programs, as well as an array of higher education, global, and social nonprofits.

    Experience

    Jackie’s experience as a seasoned development officer within independent schools and higher education, as well as her extensive experience as a strategic consultant partnering with these institutions, uniquely positions her as a top expert and advisor for leaders in education.

    Before joining Lindauer, Jackie honed her expertise in navigating the complexities of a range of educational and nonprofit environments working both in-house in development offices at institutions like Syracuse University, the Pingry School, and Delbarton School as well as externally as a principal consultant at Graham-Pelton, a global leader in nonprofit consulting.

    Her commitment to the field includes serving on the Board of Directors for The Giving Institute and, previously, on the board of the Morris Education Foundation.

    Education

    Jackie holds a BA in Math and Psychology from Syracuse University.

    Taylor Beard brings to Lindauer and its clients several years of philanthropic consulting and project management experience in the non-profit sector.

    Prior to joining Lindauer, Taylor was the Assistant Director of Leadership Annual Giving at the University of Chicago Law School where she managed the school’s reunion volunteer committees to foster a culture of engagement and philanthropy and increase annual support from alumni and friends. Taylor also spent several years at Grenzebach Glier and Associates (GG+A), a premier nonprofit philanthropic consulting firm, where she held multiple roles. As Senior Project Manager, Taylor partnered with the firm’s senior leaders to develop and execute client training projects, along with managing the firm’s internal professional development program. She managed upwards of 15 client projects at any given time, ranging in sectors from arts and culture, academic medicine and healthcare, higher education, independent schools, to advocacy.

    Throughout her career, Taylor has partnered with a range of clients including American University, Carnegie-Mellon University, Chicago Urban League, Colgate University, Da Vinci Science Center, Dartmouth-Hitchcock Medical Center, Englewood Health Foundation, Folger Shakespeare Library, Fourth Presbyterian Church, Germantown Friends School, Instituto Technologico y de Estudios Superiores de Monterrey, Macalester College, Milwaukee Art Museum, Louisiana State University Athletics, National Cathedral School, Oregon Health and Science University Foundation, Pennsylvania State University Athletics, University of Massachusetts Amherst, University of Minnesota Foundation, University of New Mexico Foundation, University of the Arctic, Trinity College, and Upper Canada College.

    Taylor serves as Co-Chair of the Young Professional Board at Deborah’s Place, a nonprofit that provides housing and supportive services to women experiencing homelessness in Chicago.

    Taylor holds a Bachelor of Arts in Political Science from The Ohio State University.

    As Senior Search Administrator and Executive Assistant, Dianne Cullinane acts as the liaison between Lindauer clients, candidates and consultants. She provides high-level strategic coordination and detailed administrative, client service and communications support to facilitate each search, balancing an array of clients and assignments.

    Dianne brings over 35 years-experience as an Executive Administrative Assistant, with a decade of those years spent in higher education fundraising. Dianne began her time at Simmons in the President’s Office, working with the Board of Trustees, Corporators and President’s Council. She learned all aspects of fundraising as the Executive Assistant to the Vice President of Advancement at Simmons College while earning her Bachelor’s degree. She also served as Associate Director of Institutional Programs and Special Events in her tenure at Simmons, handling all the strategy, planning and implementation of all institutional events. Known for her high level of organization and relationship-building, she facilitated cross-campus collaboration, helped build external visibility for the university’s brand, and identified opportunities for new events and expanded audience engagement. Before Simmons, Dianne worked at Blue Cross Blue Shield of Massachusetts supporting the Senior Vice President of Corporate Relations, at Choate Hall & Stewart in the corporate legal arena, and in the Human Resources office of The Ritz-Carlton Boston.

    Dianne holds a Bachelor’s in Psychology from Simmons University in Boston, Massachusetts.

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