Reporter Jobs in Chicago.
All active Reporter roles based in Chicago.
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Senior Manager, Communications & Content
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About Flexport:
At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year.
The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us.
The opportunity
Flexport operates at the intersection of global trade, technology, and policy — which means the stories we tell matter. We're looking for a Senior Manager, Communications & Content to drive forward how Flexport shows up in the world: in the press, on our blog, across social channels, in customer inboxes, and inside the company.
This is a high-visibility, high-trust role. You'll work directly with our CEO & Founder and members of the leadership team to shape Flexport's narrative and ensure we're part of the conversations that matter — from supply chain disruptions and trade policy shifts to AI innovation and the future of logistics. You'll also be the person who makes sure our customers and employees hear from us clearly, consistently, and at the right moments.
This role requires someone who can toggle between crafting a pitch to a Tier 1 reporter, writing a customer email about a service change, coaching an executive before a live interview, and developing a content calendar that ties Flexport's story to the biggest themes in global commerce — all in the same week.
You will
Public Relations & Media
- Support Flexport's PR strategy end-to-end: proactive media pitching, inbound media management, press releases, and rapid response.
- Build and deepen relationships with key reporters and outlets covering logistics, trade, technology, and business.
- Develop and execute a thought leadership program that positions Flexport's CEO & Founder and other senior leaders as go-to voices on global trade, supply chain innovation, and AI in logistics.
- Staff and prep spokespeople for interviews, panels, and media appearances — including media training, message development, and briefing documents.
- Monitor the news cycle for opportunities to insert Flexport into breaking stories and larger industry narratives.
Content Strategy
- Shape Flexport's content strategy and content development across blog, social media, website, webinars, and other owned channels.
- Define and evolve Flexport's narrative — how we talk about ourselves, how we connect our platform and products to the macro stories reshaping global trade, and how we differentiate from legacy freight forwarders.
- Build an editorial engine that produces high-quality, consistent content that serves demand generation, brand awareness, and customer education goals.
- Partner with Product Marketing and Growth Marketing to ensure content supports campaigns, product launches, and pipeline objectives.
Customer Communications
- Own the voice and cadence of how Flexport communicates with customers outside of product and transactional workflows — service updates, policy changes, product announcements, and other moments that require clear, trustworthy messaging.
- Develop frameworks and templates that ensure customer-facing communications are timely, accurate, and on-brand, especially during high-stakes moments like trade policy shifts or service disruptions.
- Partner with Customer Success, Operations, and Product teams to coordinate messaging and ensure alignment across touch points.
AI & Efficiency
- Leverage AI tools across the communications function — from drafting and editing content, to media monitoring and research, to automating repetitive workflows — so a lean team can operate with the output and speed of a much larger one.
- Stay current on how AI is changing PR, content, and communications, and bring new tools and approaches into the team's daily work.
You should have
- 7+ years of experience spanning PR, communications, and content. A mix of agency and in-house experience is ideal.
- Proven media relationships and a track record of landing meaningful coverage in top-tier business, trade, and technology outlets. You know how to pitch, and reporters know your name.
- Experience as a communications partner to senior executives — you've prepped leaders for interviews, developed thought leadership platforms, and know how to translate a leader's vision into a public narrative.
- Strong editorial instincts and the ability to build a content program from strategy through execution. You can write, and you can also build systems that scale content without sacrificing quality.
- Experience owning customer communications in a B2B environment, particularly during complex or sensitive moments like service changes, pricing updates, or industry disruptions.
- The ability to move fast, manage multiple workstreams at once, and exercise excellent judgment about what to say, when to say it, and how.
- Familiarity with the logistics, supply chain, or trade industry is a strong plus — but a fast learner with deep B2B or tech experience can thrive here too.
- You actively use AI tools to drive efficiencies across content production, media monitoring, research, and workflow automation. This isn't a nice-to-have — we want someone who is already using AI to make a small team move like a big one.
Commitment to Equal Opportunity
At Flexport, our ability to fulfill our mission of making global commerce easy and accessible relies on having a diverse, dedicated and engaged workforce. All qualified applicants will receive consideration for employment regardless of race, color, religion, sex, national origin, age, physical and mental disability, health status, marital and family status, sexual orientation, gender identity and expression, military and veteran status, and any other characteristic protected by applicable law.
Global Data Privacy Notice for Job Candidates and Applicants
Depending on your location, the General Data Protection Regulation (GDPR) and California Consumer Privacy Act (CCPA) may regulate the way we manage the data of job applicants. By submitting your application, you are agreeing to our use and processing of your data as required. Please see our Privacy Notice available at www.flexport.com/privacy for additional information.
Ready to apply?
Apply to Flexport
Beat Reporter, Chicago Cubs
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About Chicago Public Media
Chicago Public Media is one of the nation’s largest local nonprofit news organizations. Home to WBEZ 91.5FM, the Chicago Sun-Times, and Vocalo. Chicago Public Media reaches more than 3.3 million people weekly across broadcast, print, and digital platforms. As a mission-driven organization, we aspire to be the most trusted news source Chicagoans turn to for understanding the people, events, and ideas shaping our community.
Chicago Public Media is a 100% community-funded newsroom powered by nearly 97,000 members whose support makes our journalism possible. This sustained community investment helped drive nationally recognized work in 2025, including 29 awards from esteemed organizations, including the Public Media Journalists Association, the Edward R. Murrow Awards, and the National Association of Black Journalists.
We believe independent journalism is essential to a healthy democracy and that access to objective, fact-based news is a right for every citizen. We serve the public interest by creating diverse content that informs and enriches our community, supported by a dedicated staff of approximately 250 professionals.
For more information, please see the Chicago Public Media Annual Report.
The Chicago Sun-Times is a distinctly Chicago news organization, with a laser focus on telling stories that matter to the working people of Chicago. We are seeking an experienced sports beat writer to cover the Chicago Cubs — a job that will require the successful candidate to break news, get the behind-the-scenes story, effectively use social media, embrace multiplatform reporting, and travel with the team.
Responsibilities
- Provide factual, accurate, fair and balanced coverage of the Cubs organization, including its players, front office and ownership, and Major League Baseball
- Break news, both on the Cubs and MLB
- Write a mix of stories, including “instant gamers,” analysis stories, and longer human-interest features, including features for the Sun-Times’ innovative Sports Saturday edition
- Be the face of our Cubs coverage, both in print and online through podcasts and, in some cases, video reporting
- Work with the Sun-Times audience and visual teams to develop video, infographics, and other interactive elements that engage both digital and print readers — with some of these elements to be used to promote stories on social media
- Use social media to interact with fans, including during games, and to promote one’s work
Skills Required
- Write clearly on tight deadlines and thrive in breaking-news situations
- Produce multiple daily stories with multiple elements (text, photo, video)
- Team player with excellent news judgment
- Highly self-motivated and self-directed
Requirements
- Bachelor’s degree in journalism, communications, or related field
- Experience covering a Major League Baseball beat for a daily news organization is a must.
- Commitment to work long hours following the team at home and on the road — and during weekends and holidays
- Ability to travel nationally and to Canada
- Proficient knowledge of social media, including Twitter and Facebook
Note: All candidates must submit at least five samples of work along with a resume and cover letter.
Compensation
The expected pay range for this position is $61,953.84 to $72,153.12 per ANNUM. Per the Guild contract for writers of major sports, you are also eligible for night differential pay of 10 percent of your base salary.
Chicago Public Media provides pay ranges representing its good faith estimate of what the organization reasonably expects to pay for a position. The pay offered to a selected candidate will be determined based on factors such as (but not limited to the scope and responsibilities of the position, the qualifications of the selected candidate, departmental budget availability, internal equity, geographical location, and external market pay for comparable jobs.
Working at Chicago Public Media
At Chicago Public Media, we care deeply about our employees as we know attracting, developing, and growing talent is key to our success and enhancing our impact.
Our culture is one where collaboration, diversity of ideas, and innovation are encouraged. We value colleagues who will enhance our culture by bringing new ideas, divergent experiences, and talents to our dynamic workplace.
At Chicago Public Media we believe dedication to a great workplace includes supporting our employees and their families. As a result, we provide a broad and generous benefits package for employees at hire and in the years to come.
Our benefits include a competitive salary and benefits package which includes medical, dental, vision, vacation, holidays, life insurance, disability coverage, retirement savings, and a commuter benefits plan.
Chicago Public Media is an Equal Opportunity Employer and we actively seek and welcome people from all backgrounds, orientations, and life experiences to join our team.
The essential functions described above are not all-inclusive and are not intended to create any contractual or other legal commitment. Chicago Public Media may change the content or format of this job at any time in its sole and exclusive discretion without notice.
Ready to apply?
Apply to Chicago Public Media
Beat Reporter, Chicago Cubs
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About Chicago Public Media
Chicago Public Media is one of the nation’s largest local nonprofit news organizations. Home to WBEZ 91.5FM, the Chicago Sun-Times, and Vocalo. Chicago Public Media reaches more than 3.3 million people weekly across broadcast, print, and digital platforms. As a mission-driven organization, we aspire to be the most trusted news source Chicagoans turn to for understanding the people, events, and ideas shaping our community.
Chicago Public Media is a 100% community-funded newsroom powered by nearly 97,000 members whose support makes our journalism possible. This sustained community investment helped drive nationally recognized work in 2025, including 29 awards from esteemed organizations, including the Public Media Journalists Association, the Edward R. Murrow Awards, and the National Association of Black Journalists.
We believe independent journalism is essential to a healthy democracy and that access to objective, fact-based news is a right for every citizen. We serve the public interest by creating diverse content that informs and enriches our community, supported by a dedicated staff of approximately 250 professionals.
For more information, please see the Chicago Public Media Annual Report.
The Chicago Sun-Times is a distinctly Chicago news organization, with a laser focus on telling stories that matter to the working people of Chicago. We are seeking an experienced sports beat writer to cover the Chicago Cubs — a job that will require the successful candidate to break news, get the behind-the-scenes story, effectively use social media, embrace multiplatform reporting, and travel with the team.
Responsibilities
- Provide factual, accurate, fair and balanced coverage of the Cubs organization, including its players, front office and ownership, and Major League Baseball
- Break news, both on the Cubs and MLB
- Write a mix of stories, including “instant gamers,” analysis stories, and longer human-interest features, including features for the Sun-Times’ innovative Sports Saturday edition
- Be the face of our Cubs coverage, both in print and online through podcasts and, in some cases, video reporting
- Work with the Sun-Times audience and visual teams to develop video, infographics, and other interactive elements that engage both digital and print readers — with some of these elements to be used to promote stories on social media
- Use social media to interact with fans, including during games, and to promote one’s work
Skills Required
- Write clearly on tight deadlines and thrive in breaking-news situations
- Produce multiple daily stories with multiple elements (text, photo, video)
- Team player with excellent news judgment
- Highly self-motivated and self-directed
Requirements
- Bachelor’s degree in journalism, communications, or related field
- Experience covering a Major League Baseball beat for a daily news organization is a must.
- Commitment to work long hours following the team at home and on the road — and during weekends and holidays
- Ability to travel nationally and to Canada
- Proficient knowledge of social media, including Twitter and Facebook
Note: All candidates must submit at least five samples of work along with a resume and cover letter.
Compensation
The expected pay range for this position is $61,953.84 to $72,153.12 per ANNUM. Per the Guild contract for writers of major sports, you are also eligible for night differential pay of 10 percent of your base salary.
Chicago Public Media provides pay ranges representing its good faith estimate of what the organization reasonably expects to pay for a position. The pay offered to a selected candidate will be determined based on factors such as (but not limited to the scope and responsibilities of the position, the qualifications of the selected candidate, departmental budget availability, internal equity, geographical location, and external market pay for comparable jobs.
Working at Chicago Public Media
At Chicago Public Media, we care deeply about our employees as we know attracting, developing, and growing talent is key to our success and enhancing our impact.
Our culture is one where collaboration, diversity of ideas, and innovation are encouraged. We value colleagues who will enhance our culture by bringing new ideas, divergent experiences, and talents to our dynamic workplace.
At Chicago Public Media we believe dedication to a great workplace includes supporting our employees and their families. As a result, we provide a broad and generous benefits package for employees at hire and in the years to come.
Our benefits include a competitive salary and benefits package which includes medical, dental, vision, vacation, holidays, life insurance, disability coverage, retirement savings, and a commuter benefits plan.
Chicago Public Media is an Equal Opportunity Employer, and we actively seek and welcome people from all backgrounds, orientations, and life experiences to join our team.
The essential functions described above are not all-inclusive and are not intended to create any contractual or other legal commitment. Chicago Public Media may change the content or format of this job at any time in its sole and exclusive discretion without notice.
Ready to apply?
Apply to Chicago Sun-Times