Room to Grow

Director

• Lead Room to Grow’s major gift ($5K+) strategy and execution in partnership with CEO, currently valued at approximately $1M annually.
• Manage Room to Grow's organization-wide major gifts portfolio of 100 - 125 high-net-worth individuals and family foundations with the capacity to make gifts in the $5K–$100K+ range.
• Exclusively manage a subset of this portfolio, and partner closely with the CEO and Managing Director of Organizational Success (MD) on donor relationships, solicitation strategy, and high-level cultivation and stewardship for their portfolios.
• Own moves-management best practices (identification, qualification, cultivation, solicitation, stewardship).
• Design and execute personalized stewardship plans to ensure donors are informed of the impact of their philanthropy.
• Build and implement strategies to grow and diversify the individual donor pipeline across regional markets; identify and close funding opportunities that provide a minimum of $100K in new revenue over the first 12 - 18 months.
• Ensure a robust, continually replenished pipeline of major gift prospects across all markets (Boston, New York, and National).
• Serve as an advisor to the CEO on high net worth prospects and board recruitment and engagement, providing insights and recommendations to inform donor strategy.
• Support board-level fundraising and peer-to-peer outreach efforts, including leveraging board networks for pipeline development.
• Represent Room to Grow internally and externally with professionalism, passion, and a strong understanding of our mission, values, and impact.
• Raise Room to Grow’s profile and impact in NYC through thought leadership, networking, and strategic relationship-building.
• Partner with the Senior Director, External Engagement and Finance to support revenue forecasting, goal setting, and performance tracking for major gifts.
• Carry personal annual revenue and activity goals (visits, solicitations, stewardship touches) and report progress transparently to the Senior Director, External Engagement.
• Collaborate with the Programs and Brand & Communications teams to build a library of donor-facing stewardship materials for the major gift discipline, including proposal templates and outreach materials.
• Collaborate with the Events & Donor Experiences team to ensure major gifts strategy is aligned with mid-level and general giving activities.
• Collaborate with cross-functional partners to align fundraising efforts toward shared revenue priorities; serve as a trusted sounding board across departments.

Director of Philanthropy, Major Gifts

• Provide day-to-day leadership, coaching, and development for a cross-functional team of six direct reports.
• Cultivate a collaborative and accountable team culture.
• Set clear performance expectations, provide consistent and actionable feedback, and conduct regular check-ins and performance reviews.
• Partner with the People & Culture team to support hiring, onboarding, professional development, and performance management practices.
• Serve as a strategic thought partner to the CEO in shaping overarching fundraising, brand & communications priorities.
• Ensure team efforts are integrated, well-coordinated, and aligned with organizational goals and department priorities.
• Lead a department accountable for the fundraising and brand activities that sustain Room to Grow's approximately $6M annual operating budget.
• Oversee fundraising operations, systems, and workflows to support strong execution, donor stewardship, data integrity, and cross-functional coordination.
• Develop and manage the External Engagement expense budget.

Senior Director of Development

• Provide day-to-day leadership, coaching, and development for a cross-functional team of six direct reports, with overall responsibility for the performance, alignment, and success of a ten-person External Engagement department (9 FTE + 1 PT).
• Cultivate a collaborative and accountable team culture, ensuring team members consistently demonstrate Room to Grow’s values in their work and across all fundraising and communications efforts.
• Set clear performance expectations, provide consistent and actionable feedback, and conduct regular check-ins and performance reviews to support staff growth and goal attainment.
• Partner with the People & Culture team to support hiring, onboarding, professional development, and performance management practices across the department.
• Represent Room to Grow internally and externally with professionalism, passion, and a strong grounding in our mission, values, and impact.
• Serve as a strategic thought partner to the CEO in shaping overarching fundraising, brand & communications priorities, helping translate organizational goals into clear, actionable plans for the External Engagement team across all revenue streams.
• Act as a key bridge between the CEO and External Engagement functional leads (Brand & Communications, Events, Individual Giving, Institutional Giving, Partnerships).
• Ensure frontline insights and function-specific expertise inform broader strategy discussions while maintaining alignment with organizational priorities.
• Provide day-to-day leadership and cross-functional oversight across all External Engagement functions, ensuring team efforts are integrated, well-coordinated, and aligned with organizational goals and department priorities.
• Support functional leads as a thought partner and resource, reinforcing best practices and promoting consistent, effective execution through planning, problem-solving, and decision-making.
• Partner with the CEO and other senior leaders on multi-year revenue projections and fundraising goal-setting across all streams.
• Support the Brand & Communications function in advancing communication efforts that strengthen Room to Grow's visibility, brand, and fundraising goals.
• May maintain a limited portfolio of high-priority individual, institutional, or corporate relationships, with a focus on stewarding select partnerships that are strategic to the organization’s growth and leadership fundraising efforts.
• In support of a small, collaborative team, provide flexible leadership and occasional hands-on support across functions as needed to ensure continuity during staff absences, transitions, or other key organizational moments.
• Partner closely with the Managing Director, Boston & Organizational Success to align cross-regional fundraising strategy, coordinate on multi-year revenue planning, and support Leadership Council management and Board engagement.
• Ensure fundraising activities in all regions are well-integrated with the broader External Engagement strategy.
• Collaborate with the Manager, External Engagement on cross-functional special projects, affinity group strategy, peer-to-peer fundraising, donor pipeline development, and team operations.