Top 27 Remote writer Jobs in Chicago, Il

Cybersecurity Technical Writer - AI Trainer
DataAnnotation —Illinois
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
13d
Comedy Writer
Spotter —Lemont, IL
- Remote
- English
- Mid-level
Quick Apply
Contract Senior Copywriter
The Mx Group —Burr Ridge, IL
- $65 - $85 an hour
- Email
- Remote
- 7 years
- Senior level
- Flexible schedule
Technical Copywriter, Gaming & Consumer Tech
GN Group —Chicago, IL
- Full-time
- Remote
- Mid-level
- 3 years
- In-person
Copywriter
TransPerfect —Chicago, IL
- Part-time
- Remote
- 5 years
- English
- Children
Quick Apply
Editor, Consumer Industry
Deloitte —Chicago, IL
- $88,600 - $163,100 a year
- Full-time
- Remote
- Microsoft Word
- Microsoft Excel
- English
Senior Strategic Medical Writer - Remote
AbbVie —Chicago, IL
- $96,500 - $183,500 a year
- 8 hour shift
- Remote
- Bachelor's degree
- Quality control
- Senior level
- Paid holidays
- Health insurance
Manager, Editor, Government and Public Services (GPS)
Deloitte —Chicago, IL
- $88,600 - $163,100 a year
- Full-time
- Remote
- Microsoft Word
- Microsoft Excel
- English
Principal Medical Writer
AbbVie —Chicago, IL
- $109,500 - $208,500 a year
- Full-time
- Remote
- Word processing
- English
- Windows
- Paid holidays
- Health insurance
7d
Bilingual Editor (Mandarin/English) - AI Trainer
DataAnnotation —Chicago, IL
- From $25 an hour
- Part-time
- Remote
- Writing skills
- English
- Research
Quick Apply
Senior Editor, The CFO Club
Black & White Zebra —Chicago, IL
- $100,000 - $130,000 a year
- Full-time
- Remote
- Product management
- Accounting
- Recruiting
Senior Editor, The CTO Club
Black & White Zebra —Chicago, IL
- $100,000 - $130,000 a year
- Full-time
- Remote
- Product management
- Recruiting
- Senior level
Senior Scientific Associate / Senior Medical Writer - Promotional Medical Writing (CST)
Precision Medicine Group —Chicago, IL
- $75,000 - $122,500 a year
- Online Application
- Remote
- Bachelor of Science
- Research
- Mid-level
14d
Experienced medical writer – USA
Amiculum —Chicago, IL
- Remote
- Mid-level
- 3 years
- Team management
- Health insurance
- Life insurance
Senior Scientific Associate / Senior Medical Writer - Promotional Medical Writing (CST)
Precision AQ —Chicago, IL
- $75,000 - $122,500 a year
- Online Application
- Remote
- Bachelor of Science
- Research
- Mid-level
Quick Apply
10d
Senior Editor, People Managing People
Black & White Zebra —Chicago, IL
- $100,000 - $130,000 a year
- Full-time
- Remote
- Product management
- Recruiting
- Senior level
Senior Editor, The CMO Club
Black & White Zebra —Chicago, IL
- $100,000 - $130,000 a year
- Full-time
- Remote
- Product management
- Recruiting
- Senior level
Senior Editor, Economics & Financial Services
Deloitte —Chicago, IL
- $113,100 - $208,300 a year
- Full-time
- Remote
- Microsoft Word
- Microsoft Excel
- English
Senior Editor, The COO Club
Black & White Zebra —Chicago, IL
- $100,000 - $130,000 a year
- Full-time
- Remote
- Team management
- Product management
- Recruiting

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Cybersecurity Technical Writer - AI Trainer
DataAnnotation —Ohio
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
$50 - $100 an hour
Quick Apply
13d
Copywriter & AI Content Systems Designer
Branch Insurance —Columbus, OH
Bachelor's degree in English, Journalism, Marketing, or a related field. Develop and refine prompt libraries, brand voice guidelines, and training inputs that…
$68,040 - $97,200 a year

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Cybersecurity Technical Writer - AI Trainer

DataAnnotation -
Illinois

Quick Apply

Job Details

Part-time | Full-time | Contract
$50 - $100 an hour
13 days ago

Benefits

Flexible schedule

Qualifications

Software coding
English
Programming languages

Full Job Description

DataAnnotation is committed to creating quality AI. Help train AI chatbots while gaining the flexibility of remote work and choosing your own schedule.

We are looking for an existing Cybersecurity Technical Writer - AI Trainer to help train AI models. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

You'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. You can fit this work alongside a full-time role, or treat it as your primary focus, choosing projects and schedules that align with your availability and goals.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

Advantages of contracting with us:

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
Competitive pay: projects are paid hourly at $50 to $100 USD per hour. Opportunities for higher bonus rates available for certain projects.
Impact: help shape the future of AI technologies built for cybersecurity.

Responsibilities:

Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.
Design and solve security-focused technical problems used to train AI systems.
Write clear technical explanations and security-relevant code.
Provide feedback that directly shapes the next generation of AI security models.

Qualifications:

2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.
Some coding experience required; comfort navigating and patching a codebase is key.
Fluency in English (native or bilingual level) with strong writing skills.
A bachelor's degree is preferred.
Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note: Payment is made via PayPal. We will never ask for any money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

Quick Apply

Refine Your Search

remote writer jobs in chicago, il

Cybersecurity Technical Writer - AI Trainer

Comedy Writer

Contract Senior Copywriter

Technical Copywriter, Gaming & Consumer Tech

Copywriter

Editor, Consumer Industry

Senior Strategic Medical Writer - Remote

Manager, Editor, Government and Public Services (GPS)

Principal Medical Writer

Bilingual Editor (Mandarin/English) - AI Trainer

Senior Editor, The CFO Club

Senior Editor, The CTO Club

Senior Scientific Associate / Senior Medical Writer - Promotional Medical Writing (CST)

Experienced medical writer – USA

Senior Scientific Associate / Senior Medical Writer - Promotional Medical Writing (CST)

Senior Editor, People Managing People

Senior Editor, The CMO Club

Senior Editor, Economics & Financial Services

Senior Editor, The COO Club

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