South Side Weekly is looking for an editor-in-chief to lead our newsroom.

As our editor-in-chief, you will drive our editorial vision; coordinate the production of print, online, and multimedia content; oversee final proofing and layout for each print issue; interface with the public; supervise special projects and long-term planning; and support the mostly volunteer staff and contributors.

We are looking for someone with editing, reporting, teaching, and leadership experience. Most importantly, you will facilitate a welcoming and supportive environment for both long-term and one-time volunteers, and make contributors at every level of commitment feel comfortable and valued. You will be a strong editor and reporter, and able to effectively teach those skills to volunteers with a variety of experience. You will effectively communicate the Weekly’s mission and interests to the public and other organizations. You will be adept at coordinating with a 40-person masthead and regular contributors, and brainstorming ways to improve workflow.

Candidates should familiarize themselves the Weekly’s style and voice, and have some knowledge about Chicago politics and culture as it relates to the South Side.

While the Weekly is a nonpartisan organization, we always strive to hold truth to power and make sure that our work serves marginalized communities, including but not limited to women, Black and Latinx people, LGBTQ people, immigrants, people experiencing homelessness, and people experiencing mental illness. Our editor-in-chief will ensure these values are reflected in all actions of the organization.

South Side Weekly is a media organization built on principles of mutual education and democratic decision-making. While the editor-in-chief is expected to make final decisions regarding editorial voice and content, as a compassionate leader you will strive to create and sustain a work culture and environment that ensures every team member feels safe at work and their voice is heard.

As editor-in-chief, you will lead a team of several stipended editors. This leadership team will set the vision and guidance to oversee a wider network of volunteers who contribute to the Weekly. You will work in tandem with the Managing Director when editorial and operations intersect, like planning issue lengths. You will communicate the Weekly’s editorial vision to the Board of Directors and external partners.

This position is part-time at 20 hours per week. Compensation is $20,000/year.

No employee or applicant will face discrimination or harassment based on race, color, ancestry, national origin, religion, education, age, gender identity, sexual orientation, marital domestic partner status, familial status, disability status, or veteran status.

We will consider applicants with arrest and conviction records.

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  • Respond to emails and calls from collaborators or readers on a regular basis.
  • Take lead on reprinting and editorial collaborations with other organizations (past collaborations include Borderless, Better Government Association, and City Bureau).


  • Supervise and coordinate the pitching, writing, editing, fact-checking, and visuals for each story.
  • Decide on a case-by-case basis, along with the managing editors, whether the Weekly should publish or take on a story.


  • Help pair contributors with opportunities to get involved and seek additional training.
  • Check in with staff to make sure they feel heard and safe at the Weekly.
  • Supervise or lead the process for filling open editorial positions: advertising, reviewing applications, and deciding who should fill those positions.


  • Attend quarterly board meetings and provide the board of directors with editorial updates.


Oversee production nights, which take place biweekly on Monday nights from 5pm until the issue is ready for print.

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  • 2-3 years of reporting and/or editing experience
  • 1-2 years of leadership experience
  • 1-2 years of experience working with community organizations or local media
  • 1-2 years of experience working with volunteers
  • Basic knowledge of South Side Chicago history, politics, culture
  • If you meet even 3 out of 5 of these qualifications, please consider applying!

This position does not require any specific formal education or multimedia experience, but you may discuss with us substituting some formal education or multimedia experience for the above qualifications.

Applications Deadline Extended: November 11, 11:59pm

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