Deputy Director

Jacob’s Pillow seeks a Deputy Director to report directly to the Director. This position is entrusted with overseeing the management of finances, facilities, human resources and organization-wide operating systems and fostering cross-departmental communication and collaboration. The Deputy Director also oversees marketing and communications and earned-income generation, including retail, rentals, partnerships, advertising, initiatives, and special projects as noted below. The Deputy Director should stay abreast of artistic planning and the work of the artistic programs that operate under the Director. The Deputy Director has a passion for dance and brings a proven track record in non-profit management, an entrepreneurial mindset, and demonstrated skills in partnering effectively with diverse people. The Deputy Director is a lead representative of the Pillow to funders, national service organizations, and to regional organizations.

Strategic Planning

  • Work with Director and senior staff to begin 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.
  • Serve as project manager for creation of four-year financial plan to support the remaining years of Vision ’22.  
  • Oversee organization wide diversity, equity, inclusion, and accessibility planning and implementation efforts.
  • Assist staff task forces in advancing their work.  Current task forces are: Sustainability, IDEA (Inclusion, Diversity, Equity and Access), Data Management and Communications
  • Participate in visioning and planning sessions as needed with partner organizations

Financial and Administrative Management

  • Working closely with Director and Director of Finance, be responsible for monitoring annual operating and capital budgets and their implementation by senior staff. This includes supervising the preparation of all necessary financial and management reports for the Director and Board.
  • Working closely with Director of Finance, 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.
  • Manage the annual operating and capital budget development processes.
  • Working closely with the Director, 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.
  • Update personnel policies and assist Department Heads in negotiating of contracts as needed. Review major contracts for Director, consulting with legal counsel as necessary.   
  • Oversee Finance Office’s development and maintenance of Policies and Procedures Manual.
  • Manage all Insurance Contracts and Claims.
  • Serve as liaison to the Board of Trustees Governance and Audit Committee.

Earned-Income Initiatives and Special Projects

  • Working closely with the Director, oversee marketing and communications, including planning for and realizing ticket sales and patron services goals.
  • Manage hospitality partnership with Old Inn on the Green and Savory Harvest to ensure shared goals are achieved by both the organization and the partnering vendor.
  • Manage the organization’s on-site and online merchandising.
  • Manage planning for 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.
  • Support Director of Operations in the selection of a new or expanded database system to be implemented following the 2019 Festival.
  • Supervise all administrative operations and IT, maximizing inter- and intradepartmental coordination.
  • Work with all departments to ensure quality of data as it is inputted, 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 Management

  • Oversee the maintenance and improvements to the 220acre National Historic Landmark site and campus.
  • Manage construction and renovation projects.
  • Ensure efficient operation, code compliance, physical attractiveness, and a welcoming environment for artists and audiences.
  • Serve as a liaison to the Board of Trustees Facilities Committee.

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.
  • 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, onboarding consultants for interim assignments, and/or reorganizing staff responsibilities and titles.
  • Oversee Fellow and Intern programs, including recruitment, selection, training, curriculum development and logistics.

Take on Special Projects as assigned.

Required Qualifications

  • 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).

Preferred Qualifications

  • 7+ years experience in non-profit arts organization management.
  • Demonstrated experience in leading a collaborative, high-functioning team.

Skills & Qualities

  • 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 across departments to develop inter-departmental processes and systems.

To Apply:  Please send cover letter, resume, and references to Anna McDunn, Assistant to the Director at [email protected] with “Deputy Director Application” in the subject line.

All inquiries and materials will be confidential. Please do not mail hard copies.