Headlands Center for the Arts

Director for Strategic Initiatives
Due Feb 14 2022

TITLE: Director of Strategic Initiatives

DEPARTMENT: Executive Office

REPORTS TO: Executive Director

STATUS: Full time, salaried, exempt

SALARY RANGE: $80,000–$100.000 annually

SCHEDULE: 40 hours/week some evening and weekend hours required.


The Director of Strategic Initiatives is a new leadership position at Headlands Center for the Arts designed to leverage Headlands’ relationships and resources to deepen the organization’s relevancy and impact and achieve the organization’s short- and long-term strategic goals.

A creative collaborator, connector, and relationship builder, the Director of Strategic Initiatives reports to the Executive Director and works closely with every department in the organization to oversee and execute major cross-departmental projects, including Headlands’ annual Benefit Art Auction, 40th Anniversary celebrations, Artist Commissions, and more. The Director of Strategic Initiatives is a member of the senior leadership team and helps drive the strategy and long-term sustainability of the organization, serving as a liaison to key Board members and volunteers and acting as a public-facing representative of the organization.


All of the duties and responsibilities outlined below are essential job functions subject to reasonable accommodation. This job description should not be construed as an exhaustive statement of duties, responsibilities, or requirements. Individuals may be required to perform any other non-related instructions as requested by their supervisor, subject to reasonable accommodation. This position description is not all-inclusive and will regularly be reviewed.

Annual Benefit Art Auction

Develop fundraising strategy for Headlands’ annual Benefit Art Auction, an event that typically raises upwards of $700,000 each year.

Produce Headlands Benefit Art Auction from concept through completion.

Build out and manage the full project timeline. Assign and track department and staff roles.

Create and manage project budget.

Strategize, build, manage, and be the point of contact for Headlands’ Auction Committee.

Lead and track the art procurement process, in collaboration with Headlands’ Auction Committee.

Manage event logistics and vendors.

Manage and track individual, corporate, and in-kind sponsor solicitation and stewardship process, with support from the Development Department.

Co-create and develop creative content for event and experience packages, in collaboration with Headlands’ Program department.

Manage timeline and support the Communications Department in the design production process for all print and web materials (website, e-blast and social assets, print catalogs, print invites).

Co-create event marketing/communications plan and timeline with Communications Department (paid advertisements, press, e-blasts, social media, invitations).

Manage Auction Coordinator.

Manage the technical aspects of an online auction site and virtual event.

Incorporate new limited edition products into timeline + communications plan.

Be a point of contact for participating artists, galleries, and collectors.

40th Anniversary Strategist and Events Producer

In consultation with Headlands’ Executive Director, develop and produce a menu of programs related to the 40th-anniversary celebration. This project will include creating a work plan, adhering to deadlines, and communicating the full scope of events related to the 40th anniversary, including but not limited to:

A multi-site exhibition featuring the work of alumni artists and supporting events over the course of a 3 month period.

2-3 dinners are set to take place over fall 2022 across several US cities.

Producing a 40th Anniversary publication.

Artist Commissions

In consultation with Headlands’ Executive Director and Deputy Directors for Operations and Programs, develop and oversee an RFP process for soliciting artist commissions across Headlands’ campus.

Develop and oversee commission budgets and work closely with the Development team to secure funding.

Work closely with artists to realize their vision for Headlands’ campus while ensuring that new commissions fulfill the needs of Headlands’ Campus Improvement Project.

Maintain relationships amongst Headlands Board, staff, and Committee members, and National Park partners to advance this work and provide clear plans, goals, and timelines for each commission project to all stakeholders.

Think creatively and entrepreneurially about public programming and audience engagement.

Serve as internal lead for Headlands’ Art in the Parks collaboration with the Golden Gate National Recreation Area, defining Headlands’ relationship to this initiative and creating successful structures to advance the program.

Administration and Leadership

Manage a variety of cross-functional projects from conception to completion, including strategy, logistics, and execution.

Responsible for successfully meeting goals for Strategic Initiatives, managing budgets, working collaboratively across departments and constituents, and overseeing long-term planning for complex projects.

Impact decisions and outcomes across the organization regardless of reporting structures.

Catalyze partners and colleagues to perform at a high level to fulfill the needs of strategic projects or programs.

Serve as a key connector between staff across Programs, Development, Operations, and Communications departments.

Serve as a member of the leadership team that sets the tone and culture of the organization.

Represent and advocate for the overall wellness of the institution; model behavior and organizational core competencies to all staff.

Represent the organization internally and externally including amongst our donor and artist communities, peer organizations, and professional associations.


An advanced degree preferred, or equivalent experience.

6+ years in arts administration; experience working with a public sector agency is a plus.

Project management experience required; experience managing people a plus.

Familiarity with contemporary art is a plus.

Excellent interpersonal, communications, and collaboration skills.

Ability to motivate people and teams.

Ability to set goals strategically and manage the execution of these goals independently.

Excellent written and verbal communications and presentation skills.

Demonstrated ability to design and implement strategic communication programs

Proficiency with Microsoft Office Suite applications

Proficiency in managing a department budget.

Due to our Marin Headlands location, reliable vehicle access is required.

Demonstrated awareness, experience, and competence in working with a diverse, multi-racial, multicultural, and socio-economic client population.

Experience with or willingness to learn about diversity, equity, and inclusion initiatives.


Frequently is required to talk and hear; stand; walk; use hands to handle or feel; reach with hands and arms.

Occasionally required to climb or balance; and stoop, kneel, crouch, or crawl.

Specific vision abilities required by this job include close vision and ability to adjust focus.

Must be able to do extended periods of work at a computer.

Must be able to assist with events, which includes lifting up to 25 lbs.

Must be able to work occasional nights and weekends.

Must be fully vaccinated and boosted against COVID-19.


Headlands Center for the Arts is committed to a diverse and pluralistic workplace and strongly encourages applications from all qualified individuals. People of Color and members of the LGBTQIA community are strongly encouraged to apply.

Interested candidates should email a single PDF attachment that includes both a cover letter and resume to The subject line of your email should be Director of Strategic Initiatives / [Your Name]. Please submit applications by or before Sunday, February 13, 2022.

Review of applications will begin on Monday, February 14, 2022 and will continue until the position is filled. Please note: Due to the volume of applicants, only candidates who will be invited to interview will be contacted.


Headlands is committed to a policy of equal employment opportunity for all applicants, employees, volunteers, and interns. Headlands makes decisions based on the merits of each candidate.

Headlands Center for the Arts prohibits discrimination based on an individual’s race, color, religion (including all aspects of religious beliefs, observance or practice, including religious dress or grooming practices), sex (including gender, gender identity, gender expression, transgender, pregnancy and breastfeeding), sexual orientation (including heterosexuality, homosexuality, and bisexuality) national origin, ancestry, citizenship status, age, marital status or registered domestic partner status, uniformed service member or veteran status, physical or mental disability, medical condition, genetic characteristics or information, or any other basis protected by law. Headlands will afford equal employment opportunity to all qualified applicants, employees, volunteers, and interns as to all terms and conditions of employment, including, without limitation, compensation, hiring, training, promotion, transfer, discipline, and termination.