Senior Director of Development

Senior Director of Development Goodwill Southwest Florida Reports to:

President/CEO Location:

Southwest Florida Employment Type:

Full-Time | Exempt Lead Transformational Philanthropy. Shape the Future of Goodwill in Southwest Florida. Goodwill Southwest Florida is seeking a Senior Director of Development -a strategic, relationship-driven fundraising executive-to lead and expand a comprehensive philanthropic program during a pivotal period of organizational growth. This is a rare opportunity to play a central role in advancing workforce development, education, and human services across a five-county region while helping lead a transformational $30 million capital campaign . Working in close partnership with the President/CEO, Board of Directors, and senior leadership team, the Senior Director of Development will drive philanthropic revenue, strengthen donor engagement, and build long-term fundraising capacity. We are looking for a confident, forward-thinking fundraiser who can move seamlessly between strategy and execution-someone who inspires donors and volunteers, coaches and develops staff, and personally closes leadership-level gifts. Key Responsibilities Strategic Fundraising Leadership Design and execute a comprehensive, multi-channel fundraising strategy aligned with organizational priorities. Grow annual contributed revenue across individual, corporate, foundation, and community-based donors. Establish clear goals, performance metrics, and accountability systems to drive results. Strengthen development infrastructure, including donor pipelines, prospect strategy, CRM utilization, and stewardship practices. Capital Campaign Leadership Partner with the CEO and Board to plan and lead a $30 million capital campaign . Manage campaign strategy, prospect movement, volunteer engagement, and gift tracking. Prepare executive and volunteer leaders for high-level donor conversations, solicitations, and stewardship. Personally manage and solicit a portfolio of top campaign prospects, including six- and seven-figure opportunities. Major & Leadership Giving Identify, qualify, cultivate, solicit, and steward high-capacity donors. Build and sustain a robust leadership annual giving pipeline. Lead disciplined moves management and donor engagement strategies to maximize impact and long-term relationships. Board & Executive Partnership Serve as a trusted advisor to the CEO on fundraising strategy and donor relationships. Engage and support Board members in fundraising efforts, donor introductions, and stewardship activities. Develop briefing materials, talking points, and strategies to support leadership engagement. Team Leadership & Culture Lead, mentor, and develop a high-performing development team, including the Development Officer and Grants Manager. Foster a collaborative, donor-centered culture rooted in accountability and professional growth. Clarify roles, align resources, and support staff development to achieve ambitious goals. Community Visibility & Partnerships Represent Goodwill Southwest Florida with donors, foundations, civic leaders, and corporate partners. Build meaningful community relationships that elevate mission awareness and philanthropic investment throughout the region. Required Qualifications Minimum 8 years of progressive fundraising leadership experience . Demonstrated success securing major and leadership annual gifts. Proven experience leading or playing a senior role in a capital campaign or large-scale fundraising initiative. Strong track record in prospect identification, cultivation planning, solicitation, and closing gifts. Experience managing and developing fundraising teams. Success partnering with CEOs, Boards, and senior-level volunteers. Excellent communication, presentation, and relationship-building skills. Strong command of CRM systems, prospect pipelines, and fundraising analytics. Preferred Qualifications Experience in human services, workforce development, education, healthcare, or complex community-based nonprofits. Knowledge of the Southwest Florida philanthropic landscape. CFRE or other advanced fundraising credentials. Why Join Goodwill Southwest Florida? This role offers the opportunity to: Lead a landmark capital campaign with lasting regional impact. Partner closely with an engaged CEO and Board. Build philanthropic support that directly transforms lives and strengthens communities. Play a key leadership role in a respected, mission-driven organization with strong momentum and growth ahead.