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Lookout Director

The LookOut Director is a key team player within Steppenwolf’s artistic team. Reporting to the Associate Artistic Director, the LookOut Director runs LookOut, an artistic series. LookOut was started with the mandate to build audiences and now presents roughly 150 performances of 70 shows, per year out of the 1700 Theatre. Additionally, this role supports Steppenwolf’s artistic programming including Artistic Producing one to two mainstage shows each year and produces all institutional Audience Engagement Initiatives.


• Regularly scouts for new work, responds to artist inquiries, and takes meetings with local artists

• Represents LookOut at events and in relationships with peer curators, arts incubators, and community organizations

• Oversees the LookOut Producer and leads them in the strategizing, building, monitoring, and reporting on yearly program budget.

• Creates and enforces communication systems between key colleagues in other departments – Audience Services, Audience Experience, Production, Marketing and Front Bar – in service of smooth LookOut operations

• Manages all LookOut requests from & collaborations with department heads, ensemble, and community partners

• Project manages quarterly announce/on-sale moments, setting deadlines and overseeing process that requires participation from LookOut team, artists, marketing, audience services, and PR

• Line produces roughly one-third of all LookOut engagements, including being on-site for tech and night of performances

• Produces mainstage LookOut engagements

• Seeks out additional revenue opportunities including working with Development on Grant Opportunities and Individual Donation strategy; and programming main-stage off-night performances

Artistic Office

• Engages in season planning process, reading two to three scripts per month and offering thoughtful feedback to the group

• Represents Artistic Director and Steppenwolf’s Artistic Office at external events as needed

• Artistic Produces one to two mainstage plays each season

o operates as the primary Artistic Office point person for the key artists, for the production process, and for all other Steppenwolf departments

o monitors all pre-production conversations, maintains active presence throughout rehearsal, tech and preview process; continues to support as needed through closing

Audience Engagement

• Oversees coordination, execution and evaluation of our post-show discussion program, which presents post show discussions following every Main Stage production at the theater

• Responsible for the direction, project management and execution of all creative content for printed show programs

• Develops creative audience building strategies for select Main Stage productions, for example panel discussions, performances, partnerships and events

Key Competencies Desired:

• Excellent collaborator and communicator

• Experience managing the needs of various constituencies at once

• Commitment to leading with Equity, Diversity and Inclusion principles

• Commitment to and a strong sense of the Chicago Theatre community and the city itself, with an understanding of what is needed from Steppenwolf as a member of the theatre industry.

• Team player and inclusive leader

• Strong budgeting and analytical skills

• Demonstrated Integrity and discretion

• Highly experienced project manager

• Strong public speaking skills


The ideal candidate will be a resourceful, energetic, curious and positive professional with exceptional producing and communication skills. They will be able to think strategically, unite different interests and clarify goals for both the artistic staff and the organization as a whole. It is also important to think entrepreneurially and create revenue generating opportunities through bookings, partnerships, and sponsorships. The candidate must be comfortable doing outreach to other artists, production entities, and organizations to continually bring new audiences to Steppenwolf Theatre. They need to understand the passion of theatre makers, the logistics of theatre making and of booking outside companies in the Steppenwolf space. They need to understand and appreciate the history and legacy of Steppenwolf while being a thought leader to ideate changes to re-invest in the company’s future.

Successful candidates will:

• Steppenwolf gives preference to candidates who have demonstrable experience advocating for equity, diversity and inclusion.

• A demonstrated expertise in budgeting, producing and managing large artistic projects.

• Applicant should have experience as a producer in theatre, film, live events, or booking

• Applicant must have management experience of small teams.

• Outstanding interpersonal and communication skills – characterized by the ability to listen, speak and write well.

• Facility in creating budgets

• Excellent presentation skills

• Knowledge of basic office software programs. Knowledge of PPT, Adobe suite of products is a plus

About Steppenwolf:

Steppenwolf Theatre Company is the nation’s premier ensemble theater. Steppenwolf produces hundreds of performances and events annually in its three spaces: the 515-seat Downstairs Theatre, the 299-seat Upstairs Theatre and the 80-seat 1700 Theatre. Artistic programming includes a seven-play season; a two-play Steppenwolf for Young Adults season; Visiting Company engagements; and LookOut, a multigenre performances series. Education initiatives include the nationally recognized work of Steppenwolf for Young Adults, which engages 15,000 participants annually from Chicago’s diverse communities; the esteemed School at Steppenwolf; and Professional Leadership Programs. While firmly grounded in the Chicago community, nearly 40 original Steppenwolf productions have enjoyed success both nationally and internationally, including Broadway, Off-Broadway, London, Sydney, Galway and Dublin. Anna D. Shapiro is the Artistic Director and David Schmitz is the Executive Director.

For additional information, visit,, and

Steppenwolf Mission:

Steppenwolf Theatre Company strives to create thrilling, courageous, and provocative art in a thoughtful and inclusive environment. We succeed when we disrupt your routine with experiences that spark curiosity, empathy and joy. We invite you to join our ensemble as we navigate, together, our complex world.

Steppenwolf Core Values:

Equity + Inclusion

Integrity + Curiosity

Courage + Collaboration

Accountability + Leadership


Salary range: $45,000 - $55,000 with excellent benefit package for full time employees, including medical, dental, vision insurance, short-term and long-term disability insurance, life insurance, vacation pay, paid sick time, personal days, Ventra transit benefit program, employee assistance program and 401(k) matching retirement program.

How to apply:

Interested candidates should submit a cover letter, resume and three references by following the attached link by April 8, 2020.


Steppenwolf Theatre Company is an equal opportunity and affirmative action employer. We provide equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability or genetics. In addition to federal law requirements, Steppenwolf complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

We strongly encourage applications from people of color and members of underrepresented groups.

Job Type: Permanent
Location: Chicago/Lincoln Park