550 Forest Avenue, Suite 100, Portland, ME 04101 info@uwsme.org 207-874-1000

We’re Hiring! Director, Major Giving

Job Posting

Director, Major Giving

Be a part of the change!

Join a team of committed, results-oriented, and successful professionals who work to support and advance United Way of Southern Maine’s (UWSM’s) mission to improve people’s lives by mobilizing the caring power of our community.

General Summary:

The Director, Major Giving, raises support for and advances United Way’s mission of improving lives by sustaining and growing meaningful relationships between the organization and individuals who have the demonstrated capacity and inclination to make significant philanthropic contributions through outright and deferred gifts. The Director, Major Gifts. plans and manages cultivation, stewardship, and solicitation of planned giving donors (Cornerstone Society), major donors (Tocqueville Society $10,000+), and qualified prospects.

They build upon nearly a century of philanthropic success by leading UWSM’s Tocqueville Society program and efforts to achieve transformational philanthropy to help advance the organization’s strategic plan and Thrive2027, our community’s long-range vision. The Director, Major Gifts, ensures UWSM’s long-term viability by developing and managing a pipeline of loyal donors who will maintain United Way high on their list of philanthropic priorities now and in perpetuity through planned giving.

As a team leader and manager on UWSM’s Resource Development team, this outward-facing, results-oriented role acts as a player-coach, inspiring staff and volunteers to maintain donors at the center of the work. The successful candidate is an affable, values-driven leader with a proven track record of results and a genuine interest in mobilizing volunteer leaders in their work. The successful Director demonstrates exceptional professionalism and maintains discretion with staff and donors.

This position leads and participates in cross-department projects to deliver on United Way’s strategies, including UWSM’s 3-year strategic plan, which this position has direct responsibilities for.

Essential Functions:

Tocqueville Society Program Management – 80%
• Set direction for and achieve annual and multi-year revenue goals and performance targets for the Tocqueville Society ($10,000+).
• Recruit, manage, and inspire volunteer Tocqueville Society chairs through mutual goal setting, engagement, and volunteer solicitation strategies to grow the Tocqueville Society.
• Plan and manage the cultivation, stewardship, and solicitation of major donors (Tocqueville Society $10,000+) across workplace campaigns and in the community.
• Identify, qualify, and manage a robust portfolio of major gift prospects and convert a high percentage.
• Coach and support staff and volunteers in the qualification, solicitation, and closing process.
• Track key performance metrics to ensure the major gifts program operates effectively.
• Develop engagement strategies as part of an annual plan for the Tocqueville Society, including member events.
• Connect with colleagues across the national United Way network and other non-profits to ensure best practices.
• Coach and inspire RD team members on major donor prospect identification and qualification techniques.
• Collaborate with UWSM’s Giving Circles (Women United and Brick & Beam Society) to develop a robust pipeline of qualified Tocqueville Society prospects from within.
Planned Giving – 10%
• Implement a renewed vision for UWSM’s planned giving program (Cornerstone Society) that includes engagement opportunities geared toward retirees and pre-retiree constituents.
• Co-develops and validates a strong case for deferred giving support that inspires donors at all levels across the year.
• Manage and maintain an accurate inventory of planned gift intentions.
• Collaborate with Marketing to create communication materials and events for the cultivation and stewardship of existing major and planned giving donors and prospects.
Other – 10%
• Cultivate and grow positive, productive relationships with board members, volunteers, community and business leaders, stakeholders, and fellow employees to influence and advance the strategic plan and mission of the organization.
• Generate and analyze data that tracks engagement to inform prospect identification and qualification strategies, initiating corrective action as needed.
• Perform other duties as opportunities are presented and/or assigned.
Required Education: Bachelor’s degree or foreign equivalent. Significant volunteer management or fundraising experience or equivalent is considered in lieu of a degree.

Required Education: 

Bachelor’s degree or foreign equivalent. Significant volunteer management or fundraising experience or equivalent is considered in lieu of a degree.

Required Skills and Experience:

• Proven major gifts fundraising experience in a non-profit organization; comfortable making face-to-face and written solicitations.
• Previous direct supervisory experience of staff or volunteers.
• Commitment to the mission of United Way and community change work.
• Demonstrated ability to cultivate and grow donor relationships with an emphasis on growth.
• Exceptional listening and self-awareness (EQ).
• Mastery of persuasive oral and written communication with an ability to relate to a diverse group of individuals or organizations.
• Strong ability to map out, inspire, and execute a vision and hold self and others accountable to achieve that vision.
• Ability to take the initiative, be creative in solving problems, and identify new opportunities.
• Strong self-organizational skills, natural ability to prioritize work.
• Maintain discretion, professional judgment, and the ability to work independently with limited supervision.
• Demonstrated ability to generate reports, synthesize disparate data and communicate findings.
• Proficient in Microsoft applications (especially Word, Excel, and PowerPoint) and virtual meeting facilitation.
• Valid driver’s license, verifiable auto insurance, and ability to secure use of a personal vehicle within 30 days of employment required.
• Must be authorized to work in the United States.

Supervisory Responsibility:

Yes – the position supervises one staff member responsible for Leaders’ Circle giving ($1,000+).

Work Environment:

This job operates in a professional office environment. This role routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets, and fax machines UWSM’s COVID-19 Policy requires employees to be fully vaccinated against COVID-19 (or receive a reasonable accommodation) before their start date. We currently operate in a hybrid work environment, mostly remote (work-from-home), with 8 hours or one day of in-office required weekly.

Position Type/Expected Hours of Work:

This is a full-time (exempt) position. Regular work hours are Monday through Friday, 8:30 a.m. to 5 p.m. This position does require work at times outside of normal business hours, such as early morning committee meetings, evening events, and occasional weekends during peak campaign season.


Travel is primarily local during the business day though some evening events and occasional overnight travel for professional development are required.

Other Duties:

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

Why choose United Way of Southern Maine?

Advancing the common good is about helping one person at a time and creating community change that benefits every community member. We are all connected and interdependent; we all win when a child succeeds in school, when families are financially stable, and when people are healthy.

We have a staff of 45 dedicated employees to help us achieve our goals and fulfill our mission: To improve people’s lives by mobilizing the caring power of our community. To support the great work of our employees, we offer a competitive salary and a robust benefits package, including health and dental insurance, a 403 (b) plan, life insurance, generous paid vacation, holiday, and sick time off.

Additionally, United Way of Southern Maine offers:

  • Convenient and central Portland and Kennebunk locations with free parking
  • Tuition assistance and opportunities for professional development
  • Wellness resources and Employee Assistance Program access
  • Personal and floating holidays
  • Paid volunteer time off
  • An excellent team of top-notch professionals that share your passion for strengthening our community

United Way of Southern Maine is committed to seeking and sustaining a culturally and ethnically diverse environment and to the principles that promote inclusive practices. We are dedicated to building a diverse staff with expertise and interest in serving our communities and encouraging persons of all diversity types to apply.

United Way of Southern Maine has identified a set of Core Values as our essential tenets. These define and describe who United Way of Southern Maine will endeavor to be in internal and external situations.

 At United Way of Southern Maine, we are:

  • Community Centered
  • Results Focused
  • Intentionally Collaborative
  • Committed to Excellence
  • Leading with Integrity

Applications are accepted through July 29, 2022. Please submit a cover letter and resume to Cameron Peden at hr@uwsme.org.

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