Deputy Director

Ragdale is a nonprofit artist community located on the former country estate of Arts & Crafts architect Howard Van Doren Shaw and poet and playwright, Frances Wells Shaw. Through residencies, fully funded fellowships, and thematic collaborations, Ragdale annually supports approximately 150 artists, designers, and scholars from around the world, all of whom are seeking time and space to pursue distinctive works of the imagination. 

Contact Name
Paul Sacaridiz
Contact Email Address
jobs@ragdale.org
Type of Employment
Full time
Type of Role
Director
Salary Level or Range
$85,00-$100,000
This is a remote position
no
Remote Details

Lake Forest, Illinois

Location

Lake Forest, IL
United States

How to Apply

For priority consideration, applications must be received by Friday, October 10, 2025. For consideration, please send a PDF cover letter detailing interest and relevant experience and complete resume to Paul Sacaridiz, Executive Director at jobs@ragdale.org, Subject Line: Deputy Director. If the candidate’s letter and resume reflect a fit for the position, they will be contacted for an interview. This position seeks to be filled no later than January 1, 2026. No phone calls, please.

URL to Job Post
Application Closing Date
Description and Qualifications

The Ragdale Deputy Director serves as a strategic partner to the Executive Director and is charged with overseeing the programmatic operations of the organization, including the administration of the artist residency program, educational outreach, and public programs. This position combines high level strategic oversight with hands on staff management, ensuring effective mission delivery and meeting larger organizational goals and priorities. The successful candidate must be a highly collaborative leader who thrives on building systems, supporting artists, and helping to advance Ragdale’s mission through program development and external relationship building. This position is full-time, in-person and reporting to the Executive Director.

The salary range for this position is $85,00-$100,000, commensurate with experience. This position also provides health and dental insurance, generous paid vacation time and participation in Ragdale’s  401(k) retirement plan. 

Roles and Responsibilities

  • Serve as strategic partner and support to the Executive Director to ensure the organization's programs, and policies are aligned to meet the goals and mission of the organization;
  • Direct the programmatic components of the organization including the artists in residence program and educational outreach to ensure programs center equity through organizational-wide practices, policies, and culture;
  • Oversee the design and implementation of the annual application cycle and direct policies and procedures for Ragdale programs including handbooks, and end of session evaluations;
  • Design the annual program schedule and oversee outreach and recruitment efforts for programs to align with organizational mission and goals. Serve as lead staff liaison to the Ragdale Curatorial Council by working closely with the chair of the council to oversee the artist in residence adjudication process;
  • Cultivate, track, and sustain relationships with external organizational partners;
  • Serve as a member of the organization's senior leadership team aside the Director of Development and the Finance Director. Partner with the leadership team to develop program budgets, provide feedback on grants and relevant data for reporting, develop and manage program budgets;
  • Prepare program reports to present to the Board of Directors and participate in Board and related committee meetings;
  • Lead communications content generation related to programming to increase awareness and outreach and serve as a point of contact for programming with external communications firm;
  • Generate and maintain contracts for campus and facility rentals, creative sabbaticals, and themed residencies;
  • Mange and review staff, including the Residency program Manager, Program Facilities Coordinator, Housekeeping, and the Chef;
  • Attend board meetings prepare meeting reports as requested by the Executive Director;
  • Conduct and lead staff meeting in the absence of the Executive Director;
  • Participate in leadership meetings with external grant writers and participate in institutional advancement and identifying prospective funders;
  • Work with leadership team on planning and execution of special events;
  • Stay current on activity of current residents, fellows, and alumni

Qualifications 

  • Graduate degree in a relevant field or equivalent professional experience
  • Experience working with artist residency programs
  • A minimum of 7 years management experience in nonprofit or arts organizations with a proven track record of managing staff, interns and volunteers
  • Experience managing data, compiling reporting, and developing narratives to effectively communicate organizational impact and outcomes
  • Familiarity with strategic planning and organizational development
  • Strong financial management skills developing, overseeing and managing budgets
  • Excellent written and verbal communication skills for diverse audiences
  • Experience working with databases, CRM software combined with a high level of competency developing spreadsheets and working within the Microsoft ecosystem
  • Demonstrated ability to build collaborative relationships with staff, program participants, community partners, and board members
  • Comfort with public speaking and making presentations
  • Knowledge and understanding of the Chicago art and culture sector