Top Writing Jobs in Chicago, IL

Architect generative AI solutions for Fortune 500 prospects and customers. Lead technical discovery, design scalable enterprise solutions using WRITER’s platform and APIs, develop proofs of concept and demonstrations, advise executive stakeholders, and guide enterprise AI architecture roadmaps. Collaborate with product and engineering teams to influence the roadmap, educate customers and partners, and drive successful adoption of AI capabilities.

Generate outbound pipeline from target enterprise accounts by researching prospects, developing value hypotheses, executing multi-touch account-based campaigns, qualifying leads, and setting meetings for sales representatives. The role partners with account executives, marketing, and sales; improves prospecting processes; and maintains accurate Salesforce data. It requires strong written communication, an experimental mindset, and demonstrated success exceeding outbound pipeline goals in a B2B SaaS startup.

Partner with enterprise customers to identify AI use cases, validate feasibility, and implement tailored solutions using WRITER’s platform, APIs, and Knowledge Graph. Architect applications, templates, and integrations; explain AI capabilities to technical and executive audiences; collaborate with Product and Engineering; develop scalable integration processes and documentation; and drive customer adoption, expansion, and measurable business outcomes.

Design and rapidly ship focused 15–45-minute video-based learning courses on software, workflows, role-specific skills, and AI topics. Own the full learning design lifecycle, deliver live and virtual training, repurpose content across formats, monitor emerging needs, triage requests, and collaborate with product, marketing, customer-facing teams, and subject matter experts. Serve as the on-camera or voiceover instructor while balancing speed, scope, and learning impact.

Creates research-driven B2B marketing, sales, and customer-facing content for a renewable energy software platform. Responsibilities include writing blogs, case studies, reports, whitepapers, supplier content, slide decks, and trend analyses; interviewing subject matter experts; simplifying technical and data-heavy topics; collaborating with sourcing, engineering, product marketing, design, and SEO teams; and optimizing content performance.

Lead UX writing and content design for Airbnb’s AI-powered products. Create product copy, train and evaluate large language models, establish content guidelines and quality standards, and build scalable writing systems. Partner with Design, Product, Engineering, Legal, accessibility, and localization teams from concept through launch. Present work to executives, drive stakeholder consensus, manage multiple projects, and mentor the broader UX Writing team through critiques and strategic leadership.

Pitch and produce features, interviews, cultural commentary, and news focused on Ghanaian scenes. Scout emerging artists, attend studio/gallery events, create social-ready assets, represent the publication at events, and contribute to special projects and editorial planning.

Write and edit compelling English voice scripts for diverse projects; collaborate with stakeholders, adapt tone for audiences and platforms, and manage multiple projects independently on a contract, remote basis.

Develops concepts, campaign platforms, headlines, copy, scripts, and integrated creative executions for Hagerty’s brand and marketing initiatives. Collaborates with creative, strategy, marketing, and production teams; presents work to stakeholders; researches audiences and automotive trends; maintains brand voice standards; and mentors other creatives. The role owns projects from brief through execution and may require quarterly event travel.

Develop three requirements-driven technical reports from engineering data, SME input, government requirements, templates, and reference materials. Prepare safety and health hazard assessments, collaborate with mechanical engineers, revise deliverables based on government feedback, and potentially support technical manuals and training materials. The role requires strong technical writing, editing, organization, independent work, confidentiality, and flexibility to meet tight deadlines and fluctuating workloads.

Write recommendation and ranking lists, features, and news articles about books and publishing. Track current and upcoming releases across multiple genres, brainstorm and pitch original ideas, meet rapid deadlines, follow editorial standards, and communicate with the editorial team. The role requires broad book knowledge, strong English writing skills, comfort with list formats, and independent work in a fully remote freelance environment.

Manage configuration and change management activities for a federal IT project. Maintain hardware, software, system, documentation, and deliverable records; support CMDB and ITSM practices; develop configuration standards and procedures; coordinate activities across technical and project teams; and perform documentation reviews, audits, quality control, and traceability management.

Develop and maintain federal acquisition and policy documentation for the VA Veterans Health Administration. Draft and edit RFPs, PWSs, SOWs, SOOs, acquisition plans, evaluation criteria, policies, SOPs, workflows, and executive communications. Facilitate stakeholder workshops, gather and structure requirements, identify ambiguity and inconsistencies, manage review cycles and comment adjudication, support traceability and configuration control, and translate complex regulations and operational requirements into clear, measurable, actionable documentation.

Writes daily, well-researched news stories covering legislation, elections, religion, public policy, and political trends affecting Catholics. Develops story ideas, conducts interviews and research, monitors policy developments, and summarizes major news for CatholicVote’s daily LOOP newsletter. Formats and sends the newsletter, maintains editorial accuracy and deadlines, participates in planning, and collaborates with senior editors in a fully remote role serving Western U.S. time zones.

Develop technical specifications, submittals, and reusable documentation for low- and medium-voltage switchgear and power distribution equipment. Translate engineering specifications into clear materials for review, approval, and installation; collaborate with engineers and SMEs to validate technical details; and organize reference information into a documentation library. The role supports switchgear, PDUs, RPPs, and related 480V+ systems, using AI tools such as Claude to accelerate drafting while maintaining accuracy.

Develop and refine public-facing technical documentation for AI and model releases. Consolidate engineering input, verify technical accuracy, establish repeatable documentation standards, and translate complex engineering concepts for technical audiences. The role requires deep engineering and AI/ML knowledge, exceptional writing and editing skills, independent judgment, and the ability to work quickly around release timelines in a fractional, ongoing engagement.

Edits, rewrites, proofreads, and formats technical documentation and customer deliverables. Creates executive-level PowerPoint presentations, graphics, manuals, reports, and instructional materials. Maintains SharePoint sites, document repositories, and knowledge management systems. Supports document tracking, information organization, quality control, dissemination, stakeholder communications, and process improvement for the Defense Logistics Agency.

Prepares accurate, persuasive personal injury demand letters and packages by reviewing medical records, bills, accident reports, photographs, and related case documentation. Organizes accident and treatment details into clear narratives, verifies factual accuracy, proofreads materials, follows templates, manages multiple deadlines, communicates about missing information, and protects confidential client data while working remotely.

Write and adapt technical and non-technical content across social media, blogs, founder communications, and company announcements. Translate research papers and technical findings into accessible writing, maintain distinct brand and founder voices, verify claims, collaborate with stakeholders, repurpose content across channels, and independently manage deadlines for a part-time contract.

Contract pharmacovigilance Safety Writer/Scientist responsible for authoring safety assessments, signal evaluations, FDA Information Request responses, labeling content, advisory committee materials, risk-benefit analyses, RMPs, and clinical safety documents. The role also supports safety SOPs, inspection readiness, cross-functional review, and interpretation of adverse event data while ensuring regulatory compliance across FDA, EMA, PMDA, and other global requirements.

Develops and implements AI-driven solutions by creating sophisticated prompts and agents, aligning initiatives with digital transformation strategy, and integrating AI into business workflows. Collaborates with technical and business teams to translate needs into AI use cases. Leads quality assurance, volume, bias, and ethical testing while ensuring scalability, reliability, compliance, and repeatable implementation across the organization.

Creates, maintains, and audits technical documentation for Medicare claims-processing systems, including architecture diagrams, interface catalogs, data dictionaries, user guides, SOPs, runbooks, release notes, and training materials. Establishes documentation standards, manages repositories and version control, translates complex technical information for varied audiences, supports compliance reviews, and collaborates with engineering, development, architecture, and operations teams during Agile planning and releases.

Capture and evaluate natural Japanese voice interactions with an AI assistant using a Mac. Complete everyday productivity tasks by voice, transcribe and clean spoken queries, rate AI responses, record task data in structured sheets, and upload supporting recordings. Candidates must be native or near-native Japanese speakers, understand English instructions, own an Apple Silicon Mac running macOS Sequoia 15.0 or newer, and be comfortable with productivity applications and detailed quality review.

Capture and evaluate natural voice interactions with an AI assistant in Traditional Mandarin Chinese. Complete voice-based tasks on a Mac, create and clean transcripts, rate AI responses, organize task data in tracking sheets, and upload recordings. The four-week project requires native or near-native Taiwan Mandarin proficiency, English instruction comprehension, familiarity with productivity apps, structured data-entry skills, and an Apple Silicon Mac running macOS Sequoia 15.0 or newer.

Capture and evaluate natural Korean voice interactions with an AI assistant using a Mac. Complete voice-driven tasks across everyday applications, transcribe and clean spoken queries, rate AI responses, record task data, and upload supporting recordings. Candidates must be native or near-native Korean speakers, understand English instructions, use productivity applications regularly, and perform detailed data entry and quality reviews independently.