Assistant Director, Leadership Annual Giving

Apply now Job no: 492855
Work type: Staff (Full-Time)
Location: Winter Park, FL
Categories: Advancement Services, Foundation Relations
Division: Institutional Advancement

FLSA Status:


Service Months:


Position Summary:

The Assistant Director of Annual Leadership Giving plays a critical role on the Annual Giving team. Reporting to the Director of the Rollins Annual Fund, this position will lead, plan, execute, and analyze fundraising initiatives to optimize the philanthropic potential of the College’s alumni, parents, and friends. The Assistant Director is responsible for soliciting and closing leadership level gifts ($2,500+) from a specific and rotating portfolio of individuals, corporations, and small family foundations; managing and executing solicitation plan in partnership with Institutional Advancement leadership for key constituents including Board of Trustees, Alumni Board, and select Corporations and Foundations; supporting volunteers who solicit their peers for leadership gifts; and managing all efforts related to select Reunion Class giving programs. These efforts are part of the larger departmental goal to create a robust, sustainable pipeline of annual donors to Rollins.

Primary Responsibilities:

  • Maintain a specific and rotating portfolio of approximately 150-175 annual giving prospects to personally discover, cultivate, solicit, and steward for ongoing annual support to the College. Must be able to travel to engage prospects with an estimated average of 10 face-to-face visits per month.
  • Develop strategies for guiding the cultivation of relationships and ultimately solicitation of prospects. In addition to personal visits, write effective solicitation letters, and utilize various communication methods to connect with donors/prospects to secure new, retain, and upgrade annual leadership gifts ($2,500+) to the Rollins Annual Fund.
  • With strong understanding of data analysis and donor behaviors, analyze, assess, develop, and implement fundraising strategies to increase leadership giving donors and dollars.
  • Coordinate messaging with Annual Fund communications to maximize unrestricted leadership gifts via direct mail, email, and phone.
  • Work closely with Institutional Advancement leadership to develop and execute solicitation plan to secure Rollins Annual Fund gifts from key constituents including Board of Trustees, Alumni Board, and Corporations and Foundations.
  • Manage all efforts related to select Reunion Class giving programs including recruiting and supporting gift volunteers, and creating and implementing strategies and tactics to reach dollar and participation goals.
  • Work closely with Alumni Engagement to support the Reunion planning process and Alumni weekend with focus on select Reunion Class programs.
  • Partner with Donor Relations office to coordinate stewardship messages and ensure the highest level stewardship is provided to Rollins Annual Fund leadership donors.
  • Work with the Director to develop strategic goals for leadership giving, and work collaboratively with Major/Regional, and Planned Giving teams to coordinate and support leadership solicitations and annual gifts to the Rollins Annual Fund.
  • Remain current on trends, strategies, and services offered by other institutions, specifically those focused on leadership giving programs.
  • Other duties as assigned.
Education and Experience Required


  • Bachelor’s degree and at least three years of annual giving or fundraising experience required.
  • Experience in a higher education environment desirable.
  • Preference to applicants with first-hand Rollins College knowledge and/or experience.
  • Have willingness and ability to make “cold calls” to cultivate relationships and solicit support from alumni, parents, and friends of the College.
  • Have excellent interpersonal skills, good judgment, be creative, self-motivated, and results oriented.
  • Demonstrate leadership, take initiative, problem-solve, act independently and as a member of a team, and ability to work collaboratively.
  • Ability to analyze giving data, identify trends and opportunities, and implement solicitation strategies.
  • Ability to manage multiple competing priorities, including portfolio management, data analysis, and volunteer management.
  • Must be organized and detail-oriented; have proficiency in Microsoft Word and Excel, and familiarity with constituent database.
  • Must be willing to work occasional evenings and weekends for Advancement events throughout the year, including Alumni Weekend, Family Weekend, and select board meetings.
  • Local and regional travel required to be successful.
  • Must be willing to work occasional evenings and weekends for Advancement events throughout the year, including Alumni Weekend, Family Weekend, and select board meetings.

Special Instructions to Applicants:

To apply, please submit an application and upload the following materials:

  1. Cover Letter
  2. Resume

Screening of applications will begin immediately.

Rollins offers a competitive salary plus generous benefits package featuring comprehensive health insurance coverage, generous paid time off, retirement savings plan with generous employer contribution, full tuition waiver after one year for employees, spouses, domestic partners and dependents.

Our Values:


Rollins seeks to foster and to model a campus environment that is welcoming, safe, and inclusive to all of our administrators, faculty, staff, and students. We view differences (e.g. nationality, race, gender, age, sexual orientation, socioeconomic class, physical ability, learning styles, perspectives, etc.) not as obstacles to be overcome but as rich opportunities for understanding, learning, and growth.

Through its mission, Rollins College is firmly committed to creating a just community that embraces multiculturalism; persons from historically under-represented minority groups are therefore encouraged to apply. Rollins does not discriminate on the basis of sex, disability, race, age, religion, color, national or ethnic origin, ancestry, marital status, veteran status, sexual orientation, gender identity, gender expression, genetic information, physical characteristics, or any other category protected by federal, state, or local law, in its educational programs and activities. 

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Work type


Institutional Advancement