Who We Are: Sideshow Theatre was founded in 2007 and is a Chicago-based non-profit organization. It is our mission to mine the collective subconscious of the world we live in with limitless curiosity, drawing inspiration from the familiar stories, memories and images we all share to spark new conversation and bring our audience together as adventurers in a communal experience of exploration.

What Is The Opportunity: We are seeking an Executive Director to oversee the operations and development of our organization to ensure Sideshow achieves its strategic and financial goals and continues to advance its mission. This person will be a leader in fundraising and financial management; board relations; delivery of programs and services; long-range strategic planning; advocacy; and the daily administration of the company.

Reports to: Board of Directors, in collaboration with Artistic Director

Employment status: Full-time, Exempt

Location: Chicago, IL

Number of Direct Reports: 4

Number of Contractors: 1

Approximate number of Volunteers: 30

What Competencies Are Needed: This position requires proven leadership and experience in fundraising, relationship management, financial management, theatrical operations, and non-profit administration. A successful candidate will be able to work effectively with our Board of Directors and Sideshow’s mostly volunteer staff. A firm knowledge of and commitment to our mission and artistic vision is necessary. The Executive Director will build an effective team internally and be an ambassador with the broader external community so a candidate should have strong communication skills, including public speaking, across all program areas and audiences. A candidate should also have the ability to prioritize competing projects and be able to work independently.

The Primary Responsibilities Are:

Fundraising & Revenue (50%)

  • Oversee and enhance a fund development program. This includes major giving, annual fund contributions, grant writing and special events.
  • Direct fundraising and solicitation. Includes managing donor stewardship.
  • Develop and implement innovative strategies. This will be in collaboration with our board of directors, to grow and enhance: 1. annual contributed revenue, both corporate and individual, through cultivation and stewardship practices 2. earned revenue through effective marketing and tickets sales practices 3. audience and community outreach through strategic partnerships

Management & Operations (40%)

  • Strategic planning. A keen and creative approach to ensure all operations combine for an effective and sustainable model to accomplish our short-term and long-term objectives.
  • Staff hiring and management. Hire and release any/all administrative and other personnel, including paid staff, volunteers, contractors and consultants. Manage the staff and volunteer teams, including performance evaluations and encouraging professional development.
  • Board management. Work closely with the board president to prepare board meeting schedules, agendas and supplementary materials for all meetings. Work with the board of directors on developing strategic business plans and business development projects to benefit Sideshow. Recruit and train new board members and build meaningful relationships with all members of the board of directors and their associates/colleagues.
  • Partnership with Artistic Director, ensemble and production members. In collaboration, create the season schedule, including rehearsals, performances, fundraising events, board meeting schedule, and other appropriate events. Negotiate contracts and salaries for production-related employees and independent contractors.
  • Daily operations and administration. Oversee and ensure the ongoing administration of the Sideshow is healthy and effective for sustained, smooth operations allowing for an ongoing focus on the creative process and stories to be told.

Financial Management (10%)

  • Budgeting and forecasting. Manage Finance Manager and other staff to prepare an annual budget and ensure operations are sustainable and within budget guidelines.
  • Monitoring income and expenses. Ensure sound financial practices and appropriate, best-practice banking/tracking systems with regular and appropriate monitoring.

What is Required:

  • A bachelor’s degree and a minimum of 3 years experience with a non-profit or for-profit organization in a management/leadership role. Experience in fundraising, board relations or prior experience with a theatre company is desirable.
  • Strong business skills and experience in budgeting and financial management
  • Experience and capacity to lead, manage, motivate, inspire, train and collaborate with staff, artists, board and volunteers
  • The ability to successfully develop and implement long-term strategic and annual tactical plans
  • The ability to speak and write persuasively and serve as a spokesperson and advocate for Sideshow Theatre to the public, donors and to the media
  • The ability to work remotely and independently
  • A flexible schedule that allows for availability on nights, weekends and some travel

What We Offer: We offer an exciting opportunity to be part of a dynamic, creative theatre company with a competitive salary.

We Are An Equal Opportunity Employer: Sideshow Theatre is a proud equal opportunity employer. We accept and celebrate our collective differences and strongly encourage candidates of color, candidates with disabilities, and LGBTQIA candidates to apply.

What Is Next: If you are viable candidate we will invite you to join us in a series of interviews with our hiring committee and ultimately our Board of Directors.

Instructions to Apply:

Please send a cover letter and resume with three references to: edsearch@sideshowtheatre.org. No phone calls, please.

To apply for this job email your details to edsearch@sideshowtheatre.org

Pay Range: $40,000