Director of Leadership Giving

Posted on 02/14/2020

Roland Park Country School

Baltimore, MD

As a member of the Advancement Team, the Director of Leadership Giving works to build and enhance relations with constituents for the purpose of increasing philanthropic financial support for Roland Park Country School. The Director of Leadership Giving designs, develops, and implements RPCS’ leadership giving program, including leadership within our annual fund (“The Head’s Council”). The Director of Leadership Giving reports to the Director of Development.

Responsibilities include, but are not limited to:

Portfolio Management and Fundraising:

  • Identifies, manages, and solicits a portfolio of leadership annual fund, endowment, and campaign donors and manages the cycle of identification, qualification, cultivation, solicitation and stewardship, in accordance with their level of giving.
  • Proactively identifies prospects from the pool of leadership annual fund donors with the potential to make endowment, planned, campaign or special initiative gifts.
  • Creates individual proposals for prospects based on research and giving history.
  • Organizes efficient trips for meaningful and strategic donor interactions each fiscal year. Travel is focused on individual solicitation and donor qualification.
  • Participates in regular individual portfolio review and group sessions related to portfolio management and strategic travel.
  • Works closely with the Director of Development and collaborates with other members of the Advancement Team to develop comprehensive strategies for assigned prospects.
  • Works with independence and discretion to create strategies, budget, and plan for meetings, events, travel and other initiatives.
  • Creates and executes a stewardship plan for all endowment donors and members of The Heads Council in consultation with the Director of Planned Giving and the Director of Alumnae Giving.
  • Plans and executes events for segmented leadership donors, the Director of Development, Head of School, and occasionally other key School leaders and faculty.
  • Plans and executes the Scholarship Luncheon in consultation with the Director of Development, Director of Planned Giving and the Director of Financial Assistance.
  • Works with the Advancement and Communication teams in regards to stewardship opportunities for donors and prospects.
  • Manages the grant cycle, including research, proposals and reporting for assigned foundations.
  • Responsible for various stewardship activities, including endowment updates.
  • Must exercise a high degree of discretion, independent judgement and confidentiality.
  • Other duties as assigned by Director of Development or Head of School.

Volunteer Management:

  • Manages The Head’s Council Committee of volunteers and campaign volunteers, including assigning portfolios, providing updates and reviewing specific constituent performances.
  • Collaborates with Advancement Team on recruiting volunteers and managing their portfolios.
  • Coaches, trains and supports volunteers in their solicitation outreach efforts.


  • Develops proficiency with database tools and works closely with Advancement Services to ensure accurate and complete database records.
  • Enters all pertinent information including descriptive contact reports, future steps and plans within a designated timeframe
  • Evaluates and reports on leadership annual giving and endowment activities on a regular basis to determine performance against goals and metrics.


  • Supports the Advancement Team with creating, coordinating and/or disseminating reports as it pertains to regional travel and portfolio management, as requested.
  • Forms collaborative team partnerships with the Advancement Team, faculty members and other members of the community in support of the annual fund and endowment.
  • Attends events, including those that may require travel and those held in the evening and on the weekends.
  • Stays current on trends and innovations in independent education through reading and professional development activities and shares this knowledge with colleagues.
  • Must be able to work collaboratively with various constituencies and departments.


  • Bachelor’s Degree • 3-4 years of successful experience in a fundraising program, with 1-2 years’ experience building and cultivating relationships for the purpose of solicitation
  • Commits to the responsibility of frequent travel locally, regionally and nationally and to organize, efficient, productive itineraries, including travel by car, plane, and train.
  • Must have a valid driver’s license.
  • Demonstrates organizational skills and ability to prioritize multiple tasks concurrently
  • Excellent computer skills, including proficiency in MS Office (Word, Excel and PowerPoint required) and donor databases (Raiser’s Edge preferred)
  • Effective written and oral communication skills
  • Occasional evening, weekend and/or holiday work may be required to meet departmental deadlines or to provide staff support at events

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