Senior Director of Individual Giving

December 2023 | Hybrid / Boston, MA

City Year Greater Boston seeks a strategic Senior Director of Individual Giving to grow the individual giving program to meet the increasing needs of City Year Greater Boston’s mission.

About City Year Greater Boston

four people up on stage two are wearing red City Year jacketsFor more than thirty years, City Year Greater Boston (CYGB) has delivered a powerful double bottom line: improved outcomes for students in under-resourced schools and the cultivation of the next generation of leaders through their alumni.

City Year is an AmeriCorps program – a national network of programs that engages thousands of members in service to meet critical needs across the country. City Year AmeriCorps members serve in systemically under-resourced schools as student success coaches—full-time, near-peer tutors, mentors, and role models who are uniquely positioned and trained to support students’ social, emotional, and academic growth, while helping to create engaging learning environments. This work – supporting student and school success – helps to advance educational equity and creates more opportunities for everyone. AmeriCorps members provide students with tutoring in English language arts and math, support with attendance, additional academic resources, and relationships that support their learning and life success. In turn, these members gain invaluable professional and leadership skills through their year of service – including, for some, access to career pathways in education or for-profit companies and/or low-cost access to select undergraduate and graduate programs.

Additionally, CYGB works with partner schools and districts to create the conditions for all students to access what they need by providing whole classroom support and contributing to schoolwide climates that are welcoming and inclusive.

CYGB’s holistic approach – informed by research and designed to meet local needs – provides students and teachers with critical supports that are essential for learning and development.

CYGB prides themselves on creating a workplace culture where systems and structures are consistently transparent; where people feel their voice is valued as they are included in decisions impacting CYGB’s future; and where honest conversations are supported by accessible tools that encourage individuals to own their learning. CYGB aims to provide a diverse workplace where everyone feels they belong while ensuring equitable experiences for all.

About Philanthropy at City Year Greater Boston

CYGB relies on its corporate, foundation and individual partners from both private and public realms to create sustainable social impact. With a wide range of support from philanthropic leaders, CYGB has a strong fundraising track record and an ambitious plan for growth over the next five years. This position will focus on attracting new major donors, maintaining a current base of outstanding supporters, establishing multi-year contributions, and identifying new funding sources.

Development Guild recently completed a comprehensive fundraising assessment for CYGB that identified a cache of opportunity with individual major gift and corporate prospects. The Executive Director and board are enthusiastic and committed to pursuing a growth plan to realize this opportunity.

About the Position

Group of City Year volunteers posing for a photoCity Year Greater Boston is seeking an ambitious Senior Director of Individual Giving who will drive strategy for and lead efforts to secure financial support from individuals in support of City Year’s mission. They will lead a team and partner with other Development team members, senior leaders, volunteers, and board members to achieve an annual personal targeted revenue goal – minimum $500,000 – by identifying, cultivating, soliciting, and stewarding a diverse base of donors.

Reporting to the Managing Director of Development, the Senior Director is expected to spend most of their time in field meetings and interfacing with key constituents and prospects to build the individual giving pipeline and generate revenue from the community. They will stay well-informed of the current philanthropic climate and demonstrate the importance of investing in City Year. They will also play a crucial role by partnering with Development & Site Leadership in the creation and execution of the next generation of the highly successful individual giving development program. In total, the Development team is currently responsible for securing ~$7M in support from individual, corporate, and foundation sources annually, with plans to increase to $10M – $13M over the next three to five years.

This is an ideal role for someone who loves building relationships with people, succeeds at soliciting and receiving significant gifts, and moves with ease across a diverse group of constituents. The successful candidate thrives on sharing a story and developing mutually beneficial relationships.

Key Responsibilities

Build Strategy and Engage Donors & Prospects

  • Support the Managing Director of Development in developing an Individual Giving strategy.
  • Build the Individual Giving pipeline, with a particular focus on building a pipeline for the Major Gifts Officer.
  • Develop and cultivate relationships to secure financial support and reach the fundraising objectives and revenue targets from mid-level donors and prospects.
  • Move portfolio donors to increasingly higher levels of giving.
  • Grow the pipeline of prospects, including families and their children as appropriate, to generate donor relationships, with portfolio accountability of $500,000+.
  • Build engaging donor journeys and campaigns through a variety of touchpoints.
  • Ensure donors realize an outstanding philanthropic experience through their charitable investment of time and financial support.
  • Engage and cultivate planned gift prospects as appropriate.
  • Lead volunteer Board(s) and/or Event Committee(s) that support organizational goals, including the development of an Alumni engagement Committee and strategy.
  • Engage in external activities to understand and react to philanthropic and donor trends and effectively incorporate these into the plans.
  • Maintain accurate records and achieve monthly targets on donor cultivation, solicitation, and stewardship activities.

Drive Results

  • CIty Year volunteer working with a child on school workPartner with Development team to develop and execute multi-channel strategies designed to grow and diversify the donor-base and engage and retain existing donors.
  • Work collaboratively with leadership to support and leverage meetings with champions and potential donors.
  • Maintain programmatic knowledge and sophistication to develop and deploy partnership proposals that align with corporate giving trends and activations with mission-based engagement, including philanthropic brand trends, employee engagement, and consumer activation.
  • Develop and launch a monthly giving program.
  • Analyze giving data and identify and draw on trends that will inform strategies and regularly evaluate the ongoing improvement of fundraising ROI.

Lead a Team

  • Lead and grow the Sr. Manager of Individual Giving.
  • Work collaboratively with leadership to support and leverage meetings with champions and manage and coach a fundraising team to achieve annual goals.
  • Lead, inspire, retain, and – as necessary – hire additional professionals to augment the Individual Giving Team.

Support Organizational Initiatives & the Site

  • Stay apprised of local and national trends in national service, public education, education equity, and philanthropy.
  • Work collaboratively with other site departments, other City Year sites, and City Year headquarters on a frequent basis to ensure that site-wide goals are met, including, but not limited to, fundraising, the AmeriCorps member applicant interview process, stakeholder engagement, event and service day participation, and cross-departmental committees.
  • Support and attend all major site events, including fundraisers, service days, trainings, and other activities and initiatives.
  • Attend internal and external engagement and training activities throughout the year.

Key Qualifications

  • Five or more years of experience in an individual giving fundraising role, with proven ability to achieve revenue goals and secure 5-figure gifts.
  • Demonstrated experience leading a team to achieve revenue goals.
  • Deep understanding of individual and family philanthropy, and experience with planned gifts.
  • Experience working with a Board and volunteers.
  • Ability to develop and execute compelling and winning proposals and campaigns.
  • Excellent written, oral, and organizational skills; high level of attention to detail.
  • Awareness and experience in engaging in conversation about race and all aspects of identity, as well as experience developing practices grounded in diversity, belonging, inclusion, and equity.
  • Strong connection to education equity and to the values of belief in the power of young people,
    social justice, empathy, inclusivity, and teamwork.
  • Ability to work the flexible hours demanded of a deadline-driven position.
  • Adaptable and excels in a diverse, high energy, entrepreneurial, and rapidly changing

CYGB is an equal opportunity employer and is committed to hiring staff who reflect the diversity of the communities we serve. Candidates of color, bilingual, and bicultural candidates are strongly encouraged to apply. If you are interested in working at a well-established, fast-paced, and supportive organization, committed to serving our region’s young people, please apply.

COVID-19 Notice from CYGB

Our number one priority is the health and safety of our employees and AmeriCorps members and their families; our students and school partners; and the community at large from COVID-19. Proof of COVID-19 vaccination is required for employment and service – all staff members, including remote staff, and AmeriCorps members are required to be fully vaccinated* no later than their start date. If you are unable to be vaccinated for medical reasons or sincerely-held religious beliefs, we will consider requests for reasonable accommodation consistent with our policy, and where we are able to provide such accommodations without undue hardship to the organization pursuant to applicable law. Notwithstanding any language herein, City Year will comply with any state, local, or federal orders, statutes, or regulations that may conflict with the COVID-19 vaccination policy.

*Individuals are considered fully vaccinated 14 days after the completion of their primary vaccination series.

This position is located in Boston, Massachusetts and is a hybrid role with 3 in-person days per week. In-person days can be at the office, at a school, at external meetings with stakeholders, and/or attending events. The compensation range for this position is $100,000-$125,000 commensurate with experience.

If you are interested in being considered for this search, please use the form below to submit your cover letter and resume in confidence.

Kat Landa

Senior Vice President, Principal

Development Guild DDI

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