Demo

Director of Development

Westport Country Playhouse
Westport, CT Full Time
POSTED ON 7/30/2026
AVAILABLE BEFORE 1/25/2027
THE POSITION

The Director of Development (DD) will be responsible for all aspects of the Playhouse’s fundraising efforts and will serve as the point of contact for donors of all levels. The DD

reports to the Managing Director (MD) and works closely with the MD, Artistic Director (AD), and Board of Trustees to develop and deploy strategies to identify, research,

cultivate, and steward donor relationships. The DD serves as staff liaison to Board

development and fundraising committees.


GOALS

The current contributed income goal is $2.5million, or 53% of the Playhouse’s annual income. Our expectancy for this position is to scale the department and raise enough money to add support staff within the coming 18 to 24 months.


GENERAL RESPONSIBILITIES

Annual Fund Operating Support

·        Aggressively plan and execute the Playhouse’s Annual Fund programs including Summer and a Year End Appeals. Key initiatives include:

o  Increased identification and cultivation of donors, with particular focus on accessing new constituencies

o  Engaging with the broader Playhouse community to expand the donor base

·        Develop and deploy major gifts plan and identify major gift donors

·        Identify and expand corporate donors and sponsorships, and government and foundation grants

·        Work with part-time development associate to process and track all gifts in the Playhouse CRM software, Tessitura, and mail acknowledgement letters


Individual Giving

·        Create a strategic plan for annual individual giving based on analysis of the

previous years’ results and execute the plan to a new level of success

·        Maintain and deepen ongoing relationships and build new relationships with

donors to the annual fund and to special programs

·        Maintain portfolio of major gift donors

·        Work with marketing department to manage design process and printing of

annual fund and development materials including direct mail, e-solicitations and personalized individual solicitations


Foundations / Government

·        Steward WCP’s relationships with current institutional donors, and work with part-time Grant Writer to identify, cultivate, and solicit potential supporters. 

  • Closely monitor deliverables and collect anecdotes, statistics, and documentation to comply with all grant reporting requirements.

·        Work with part-time Grant Writer to create persuasive case statements and collect substantive data for use in grant proposals and other documents as required;

collect and maintain statistics related to WCP’s operations and special programs.

·        Work with WCP artistic and education staff to identify production and program

areas that match funders' philanthropic and marketing priorities.


Corporate

·        Steward WCP’s relationships with current corporate donors, and identify, cultivate, and solicit potential supporters. 

  • Develop compelling proposals and solicit annual corporate sponsorships for season productions and programs
  • Coordinate on-site events for corporate sponsors as dictated by the agreements, including ticketing for performances, guest tracking, and event set-up and break-down.
  • Partner with the marketing staff to ensure proper acknowledgement and recognition of corporate partners on marketing and advertising content. Steer the development of new ways of acknowledging corporate partners


Donor Relations

·        Ensure robust stewardship of individual, corporate, and foundation donors as well as new donor prospects

·        Create high touch experiences for Premiere Circle Donors and above

·        Manage fulfillment of donor benefits at all levels

·        Create gift acknowledgement templates

·        Print and mail gift acknowledgement letters


Special Events

·        Manage the planning and execution of the Playhouse’s special events, including the three annual fundraising events, opening night receptions, Tech Talks, Insider

Insights, Donor Lounge, and others to maximize their effectiveness in developing, attracting, and retaining donors

·        Coordinate with other Playhouse departments, including marketing, production, front of house, and operations to ensure events are marketed, staffed appropriately, budgeted, etc.

·        Serve as support staff for Board organized annual golf tournament


Board and Volunteers

·        Work closely with the Board of Trustees to maximize their fundraising potential

·        Lead monthly Development & Corporate Partnerships meeting and work with co-chairs on fundraising efforts

·        Participate in meetings of the full Board, Executive Committee, Governance

Committee, Nominating Committee, Finance Committee, and other selected Board Committees as required

·        In conjunction with the AD and MD, motivate Board members and strengthen their understanding of their role in development

·        Expand, manage, and coordinate the Board’s and other volunteers’ involvement in fundraising activities

·        Actively serve and support the Board as it continues to grow and develop


Budget

·        With the MD and Director of Finance, develop annual budgets for contributions and expenses

·        Present budgets to relevant Board committees for review and approval

·        Manage the administration of the departmental budget and development systems for all donor contracts and donor stewardship.


Supervision/Leadership:

·        Supervise and guide the part-time Grant Writer

·        Supervise and guide the part-time development associate

·        Propose staff adjustments as appropriate

·        Hire, train, manage and evaluate summer and academic year development interns


Playhouse Communications

·        Work with the MD and Marketing Manager on overall Playhouse brand as it relates to development efforts and materials

·        Create messaging consistent with Playhouse brand

·        Work with the marketing department and part time graphic designer on design and development of all materials used in development efforts, such as brochures, packets, signage, annual reports, benefit collateral materials, etc

Salary : $3

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