Deputy Director

Jacob's Pillow Dance Festival

Experience Requirement : 5-10 years

Jacob’s Pillow, now in its 86th year, is the longest-running dance festival in the U.S. and the only National Landmark dedicated to dance. The institution is in the first year of Vision ’22, a five-year strategic plan to strengthen the artistic core of the organization, expand civic and community engagement and renew essential campus facilities. The Deputy Director reports to the Director to achieve these goals and ensure superior functioning in all aspects of the Jacob’s Pillow enterprise. The Deputy oversees the management of finances, facilities, and organization-wide systems and fosters cross-departmental communication and collaboration. The Deputy also oversees marketing and communications and earned-income generation, including retail, rentals, partnerships, advertising, initiatives and special projects. In addition, the Deputy manages all human resources functions. The Deputy should stay abreast of artistic planning and the work of the artistic programs that operate under the Director. The ideal candidate has a passion for dance and brings a proven track record in either non-profit or business management, an entrepreneurial mindset, and demonstrated skills in partnering effectively with diverse people.


Strategic Planning

•     Work with Director and senior staff to set comprehensive measures for success and annual benchmarks in alignment with current 5-year plan. Analyze and interpret organization-wide reporting data and metrics. Develop and submit regular reports to the Director on organization’s progress in achieving its benchmarks and 5-year vision.

•     Serve as project manager for planning processes, multi-year strategic initiatives, and consultancies that require coordination among Director, Department Heads and Board, including issuing RFPs and signing agreements. Work with Director and senior staff to ensure successful implementation of plans. •     Oversee implementation of equity, inclusion and accessibility goals and initiatives.

Financial Management

•     Working closely with Director of Finance, be responsible for all budget processes including creation of annual operating and capital budgets as well as monitoring their implementation by senior staff. This includes supervising the preparation of all necessary financial and management reports for the Director and Board.
•     Present appropriate reports and proposed budgets to the Director and the Board, and keep the Director regularly apprised of revenue and spending against the budget throughout the year.
•     Provide thought leadership on how to increase revenue, decrease costs, and manage long-term investments. Works to strengthen financial capacity of the organization, create efficiencies in systems, monitor expenses and recommend savings.
•     Oversee budget compliance (expense and revenue) in all departments to ensure fiscal health in stable, sustainable fashion.
•     Effectively and clearly communicate any potential financial risks or significant deviations from planned projections in a timely manner.
•     Oversee compliance with all applicable laws and regulations in consultation with the Director and Pillow counsel.
•     Oversee annual audit and ensure Director of Finance, Director of Development, Director of Marketing and Communications and other senior staff implement appropriate processes to address recommendations resulting from each annual audit.
•     Maintain up-to-date personnel policies, negotiate, approve and sign contracts, in consultation with Director, legal counsel, and staff.

Earned-Income Initiatives and Special Projects

•      Design, recommend and manage strategies for increased earned income (in accordance with non-profit business regulations) to strengthen the organization’s long-term capitalization and financial capacity.
•      Oversee marketing and communications, including planning for and realizing ticket sales and patron services goals.
•      Manage hospitality partnerships to ensure shared goals are achieved by both the organization and the partnering vendor including restaurant, café and coffee bar.
•      Manage the organization’s on-site and online merchandising.
•     Manage facilities rentals, including but not limited to conferences, retreats, special events and other bookings.
•      Identify strategies for new business development that leverage the organization’s assets and have the potential to advance its mission. Initiate and manage other special projects that advance the organization’s mission and financial health.

Operations Management  

•      Work with the Director of Operations to design and implement policies, practices and processes that align with the organizational vision.
•      Supervise all administrative operations and IT, maximizing inter- and intradepartmental coordination.
•      Work with all departments to ensure quality of data as it is input, maintained, updated or transferred to new systems, including donor, customer, partner or vendor data, as well as archival media, organizational reporting data, or other information vital to the organization’s success.

Facilities & Capital Project Management

•     Oversee the maintenance and improvement of the 161-acre National Historic Landmark site and campus, manage construction and renovation projects, and ensure efficient operation, code compliance, physical attractiveness and a welcoming environment for artists and audiences.
•     Serve as the overall project manager for capital improvements working with all relevant staff and outside contractors in design, budget compliance, timelines and successful completion of projects.

Human Resources

•     Oversee all Human Resources functions, including policy compliance and goals aligned with 5-year plan. Ensure an effective, positive working environment for all staff and contractors. In consultation with Director, determine compensation levels and performance review systems, and manage annual review of senior staff. Oversee hiring policies and practices.
•     Oversee independent contractor and consultant relationships.
•     Work with Director to identify opportunities for professional development and additional training for staff as they grow with the organization.
•    Initiate and implement staff orientation and training as appropriate and needed.
•     In the event of staff vacancies, especially among senior staff, take necessary steps for ensuring continuity and productivity, and with the approval of the Director, supervise recruitment and hiring of replacements, on-boarding consultants for interim assignments, and/or reorganizing staff responsibilities and titles.
•     Oversee Fellow and Intern programs, including recruitment, training, and logistics.


•     7+ years management experience in senior level positions.
•     Demonstrated organizational leadership skills.
•     Understanding of business functions including Finance, Operations, Information Technology, HR, Facilities Management, Marketing, Sales, Fundraising, Producing and Education.
•     Excellent written and oral communication skills.
•     Superior analytic skills and fluency with numbers.
•     Advanced computer skills including high proficiency in MS Office (particularly Excel).


•     7+ years experience in non-profit arts organization management.
•     Demonstrated experience in leading a collaborative, high-functioning team
•     Experience with Salesforce.
•     Knowledge of laws and regulations pertaining to non-profit management and facilities maintenance and operations in Massachusetts.


•     Results-oriented, strategic, and creative thinker.
•     Budget-focused as well as entrepreneurial business mindset.
•     Demonstrable aptitude in decision-making, problem-solving, mentoring and delegating.
•     Experience working collaboratively and across departments to develop inter-departmental processes and systems.

How to Apply / Contact
Please send cover letter and resume and references to Anna McDunn, Assistant to the Director, with “Deputy Director Application” in the subject line.
Upload your CV/resume or any other relevant file. Max. file size: 32 MB.

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