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Flexible Development Writer Jobs in Chicago, IL (NOW HIRING)

Writer

AI deployment engineer (Central)

Chicago, IL · On-site

$131K - $166K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Flexible spending account and dependent FSA options * Health savings account for eligible plans ...

Writer

Enterprise AI transformation lead (Central)

Chicago, IL · On-site

$156K - $198K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Flexible spending account and dependent FSA options * Health savings account for eligible plans ...

Writer

Strategic AI transformation lead (Central)

Chicago, IL · On-site

$184K - $225K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Flexible spending account and dependent FSA options * Health savings account for eligible plans ...

Writer

Solutions architect (Central)

Chicago, IL · On-site

$164K - $245K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Lead the development and execution of compelling proofs of concept (PoCs) and demonstrations ...

Writer

Strategic account executive (Central)

Chicago, IL · On-site

$340K - $350K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Flexible spending account and dependent FSA options * Health savings account for eligible plans ...

writer.com

Solutions architect (Central)

Chicago, IL · On-site

$140 - $200/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About WRITER WRITER is where the world's leading enterprises orchestrate AI-powered work. Our ... Lead the development and execution of compelling proofs of concept (PoCs) and demonstrations ...

Meineke - 2275

Service Writer

South Elgin, IL · On-site

$17 - $25/hr

  • PTO

Flexible schedule * Paid time off Benefits/Perks * Competitive Compensation * Career Advancement ... Training and Development * Comprehensive Benefits Package * Employee Discounts * Positive Work ...

VSA Partners

Senior Writer

Chicago, IL

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Collaborate in the development and definition of the "voice" for a client, a program or individual ... Flexible Time Off Policy * Paid holidays, including agency soft closing Christmas Eve-New Year ...

Meineke - 2275

Service Writer

South Elgin, IL · On-site

  • PTO

Benefits: Competitive salary Flexible schedule Paid time off Benefits/Perks Competitive ... Training and Development Comprehensive Benefits Package Employee Discounts Positive Work ...

NorthPoint Development

Development Manager

Downers Grove, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Flexible Spending Account * Living Generously program with 100% charitable contribution match What ... Excellent verbal and written communication skills * Ability to travel as required to support ...

Meineke

Service Writer

South Elgin, IL · On-site

$17 - $25/hr

  • PTO

Flexible schedule * Paid time off Benefits/Perks * Competitive Compensation * Career Advancement ... Training and Development * Comprehensive Benefits Package * Employee Discounts * Positive Work ...

Meineke

Service Writer

South Elgin, IL · On-site

$17 - $25/hr

  • PTO

Flexible schedule * Paid time off Benefits/Perks * Competitive Compensation * Career Advancement ... Training and Development * Comprehensive Benefits Package * Employee Discounts * Positive Work ...

Midas - Touch of Gold

Service AdvisorService Writer

Gary, IN · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Benefits: Health insurance Paid time off Training & development Vision insurance 401(k) 401(k) ... to grow Flexible and willing to support multiple locations Automotive knowledge and repair ...

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All JobsDevelopment Writer JobsFlexible Development Writer JobsFlexible Development Writer Jobs in Chicago, IL

Flexible Development Writer information

See Chicago, IL salary details

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$68

How much do flexible development writer jobs pay per hour?

As of Aug 15, 2026, the average hourly pay for flexible development writer in Chicago, IL is $40.12, according to ZipRecruiter salary data. Most workers in this role earn between $29.71 and $48.56 per hour, depending on experience, location, and employer.

What are the most commonly searched types of Development Writer jobs in Chicago, IL?

The most popular types of Development Writer jobs in Chicago, IL are:

Flexible Development Writer jobs near you

AI deployment engineer (Central)

Writer

Chicago, IL • On-site

$131K - $166K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 10 days ago

Job description

About WRITER
WRITER is where the world's leading enterprises orchestrate AI-powered work. Our vision is to expand human capacity through superintelligence. And we're proving it's possible - through powerful, trustworthy AI that unites IT and business teams together to unlock enterprise-wide transformation. With WRITER's end-to-end platform, hundreds of companies like Mars, Marriott, Uber, and Vanguard are building and deploying AI agents that are grounded in their company's data and fueled by WRITER's enterprise-grade LLMs. Valued at $1.9B and backed by industry-leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth, WRITER is rapidly cementing its position as the leader in enterprise generative AI.
Founded in 2020 with office hubs in San Francisco, New York City, Seattle, Austin, Chicago, and London, our team thinks big and moves fast, and we're looking for smart, hardworking builders and scalers to join us on our journey to create a better future of work with AI.
About the role
As a deployment engineer at WRITER, you'll be at the forefront of expanding human capacity through superintelligence. This isn't just a technical role; it's a deeply influential one where you'll partner directly with our leading enterprise customers. Your expertise will be crucial in uncovering their unique business challenges and architecting AI-powered solutions that leverage our powerful platform and enterprise-grade LLMs. You'll transform complex needs into tangible, high-impact applications, creating champions and driving tangible business results. Your builder's mentality and passion for bringing cutting-edge AI into the hands of real users will directly shape the future of work for some of the world's largest companies.
This is a critical role that directly impacts our customers' success and product evolution. You'll contribute significantly to WRITER's mission, working with a dynamic team to push the boundaries of what's possible with generative AI.
This is a hybrid role based out of our San Francisco, Chicago, Austin, New York City, Seattle, and London hubs.
What you'll do
  • Partner deeply with enterprise customers to identify strategic AI use cases, validating technical feasibility and owning the end-to-end implementation of tailored solutions
  • Architect and deliver custom applications, templates, and integrations leveraging WRITER's platform, APIs, and Knowledge Graph capabilities to solve complex business challenges
  • Translate intricate technical concepts and platform capabilities into clear, prescriptive solution recommendations, guiding customers through the generative AI landscape
  • Collaborate relentlessly with internal Product and Engineering teams, providing crucial customer feedback that directly influences our product roadmap and drives continuous innovation
  • Drive down customer time-to-value by developing scalable processes, robust documentation, and efficient workflows for technical integrations
  • Champion the successful adoption and expansion of WRITER's AI solutions within customer accounts, ensuring maximum impact and return on investment

☆ What you need
  • Over 5 years of hands-on experience in technical SaaS roles, with at least 3 years specifically in solutions architecture, technical consulting, or technical account management
  • Deep technical fluency in Python and extensive experience leveraging APIs, especially in designing sophisticated prompts and understanding linguistic principles for AI applications
  • Proven track record of architecting and delivering complex technical solutions for Fortune 500 enterprises in a fast-paced, high-growth B2B SaaS environment
  • Exceptional communication and executive presence, capable of simplifying complex AI concepts for diverse audiences, from technical teams to C-suite leadership
  • A true builder's mindset with a passion for emerging technologies, always eager to experiment, learn, and iterate in the rapidly evolving world of generative AI
  • A relentless drive to Connect with customers and internal teams, Challenge the status status quo with innovative solutions, and Own the successful outcomes for our most strategic accounts

Benefits & perks (US Full-time employees)
  • Generous PTO, plus company holidays
  • Medical, dental, and vision coverage for you and your family
  • Paid parental leave for all parents (16 weeks)
  • Fertility and family planning support
  • Early-detection cancer testing through Galleri
  • Flexible spending account and dependent FSA options
  • Health savings account for eligible plans with company contribution
  • Annual work-life stipends for:
    • Wellness stipend for gym, massage/chiropractor, personal training, etc.
    • Learning and development stipend
  • Company-wide off-sites and team off-sites
  • Competitive compensation, company stock options and 401k

WRITER is an equal-opportunity employer and is committed to diversity. We don't make hiring or employment decisions based on race, color, religion, creed, gender, national origin, age, disability, veteran status, marital status, pregnancy, sex, gender expression or identity, sexual orientation, citizenship, or any other basis protected by applicable local, state or federal law. Under the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.
By submitting your application on the application page, you acknowledge and agree to WRITER's Global Candidate Privacy Notice.

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