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Legal Writing Instructor Jobs in Chicago, IL (NOW HIRING)

Envoy Air Inc.

Trainer, Ramp Services

Chicago, IL

Instructor must be proficient in all work locations performed by fleet service clerks. * Must be ... to read, write, fluently speak, and understand the English language * Possess the legal right to ...

Envoy Air Inc.

Trainer, Ramp Services

Chicago, IL · On-site

Instructor must be proficient in all work locations performed by fleet service clerks. * Must be ... to read, write, fluently speak, and understand the English language * Possess the legal right to ...

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All JobsLegal Writing Instructor JobsLegal Writing Instructor Jobs in Chicago, IL

Legal Writing Instructor information

See Chicago, IL salary details

$42.2K

$65.9K

$85.5K

How much do legal writing instructor jobs pay per year?

As of Sep 12, 2026, the average yearly pay for legal writing instructor in Chicago, IL is $65,852.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,000.00 and $85,500.00 per year, depending on experience, location, and employer.

What does a legal writing instructor do?

A Legal Writing Instructor teaches law students or legal professionals how to write effectively within the context of the law. They design and deliver courses focused on legal research, analysis, citation methods, and drafting documents such as memos, briefs, and motions. Instructors also provide feedback to help students improve clarity, persuasiveness, and adherence to legal standards. Their goal is to prepare individuals for the rigorous writing demands of legal practice.

What skills and qualifications are needed to be a legal writing instructor?

To thrive as a Legal Writing Instructor, you need a strong background in legal analysis, research, and writing, typically supported by a law degree (JD) and relevant teaching or legal experience. Familiarity with legal research databases like Westlaw and LexisNexis, as well as learning management systems (LMS), is often required. Exceptional communication, mentorship, and organizational skills help instructors effectively guide students and foster their growth. These competencies ensure students gain practical, precise legal writing abilities essential for law practice.

How do legal writing instructors collaborate with law faculty and students?

Legal Writing Instructors work closely with both law faculty and students to develop effective legal research and writing competencies. They often coordinate with doctrinal professors to align writing assignments with substantive law topics, ensuring students gain practical experience applying legal concepts. Instructors also provide individualized feedback, hold one-on-one conferences, and may organize workshops or group sessions to address common writing challenges. This collaborative approach fosters a supportive learning environment and prepares students for the demands of legal practice.

What is the difference between Legal Writing Instructor vs Legal Writing Specialist?

AspectLegal Writing InstructorLegal Writing Specialist
Required CredentialsJuris Doctor (JD), teaching experienceJD or paralegal certification, writing expertise
Work EnvironmentAcademic institutions, law schoolsLaw firms, corporate legal departments
Employer & Industry UsageEducational sector, law schoolsLegal services, corporate sector
Common Search & ComparisonLegal writing education rolesLegal document drafting and editing roles

Legal Writing Instructors primarily teach law students or legal professionals in academic settings, focusing on legal writing skills. Legal Writing Specialists typically work within law firms or legal departments, providing expert legal writing and editing services. While both roles require strong legal writing skills and a JD, their work environments and primary functions differ significantly.

Legal Writing Instructor jobs near you
Infographic showing various Legal Writing Instructor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 13% Part Time, and 2% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution, with an average salary of $65,852 per year, or $31.7 per hour.

Researcher, Writer & Presenter (Full-Time, In-Office)

Hoffman Estates, IL • On-site

Hoffenmer Inc.
1 - 10 employees
Learn more about Hoffenmer Inc.external

$32/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 17 days ago

Key responsibilities

  • Conduct in-depth research on federal and state regulations, industry standards, and compliance requirements

  • Present live webinars and record educational videos to educate clients and promote understanding of regulatory topics

  • Create high-quality written content, including regulatory summaries, compliance guides, and training materials

Job description

About the Role

We are seeking a confident Researcher, Writer, and Presenter to join our full-time, in-office Hoffenmer Inc. team. This is a highly visible leadership role designed for a former educator, subject-matter expert, or strong presenter who thrives on researching complex topics and transforming them into clear, persuasive, and engaging content.

The ideal candidate is studious, intellectually curious, and exceptionally confident on camera and in live settings. This individual will serve as a trusted voice of the company by educating clients, leading webinars, recording professional video content, and creating written materials that drive understanding, trust, and product engagement.

This role requires someone who not only understands compliance topics deeply, but who can command a room and clearly communicate critical regulatory information to business owners. A core component of this position includes creating content written regulatory summaries to support our internal printing department and client-facing compliance materials.

Key Responsibilities

  • Conduct in-depth research on federal and state regulations, industry standards, and compliance requirements
  • Interpret complex regulatory information and translate it into clear, audience-friendly language
  • Present live webinars to corporate clients in a professional, confident, and engaging manner
  • Record live and pre-recorded educational videos
  • Create high-quality written content, including blogs, compliance guides, scripts, training materials, and executive summaries
  • Draft clear, accurate, and publication-ready regulatory summaries and compliance explanations for our printing department, ensuring materials are formatted, structured, and written for clients
  • Translate legal and regulatory language into concise written summaries suitable for printed compliance materials
  • Support product education and sales through informative presentations that generate buy-in
  • Highlight and reinforce key compliance pillars during presentations
  • Stay current on regulatory updates and emerging industry changes
  • Serve as an internal thought leader and subject matter resource

Required Qualifications

  • Background as an educator, instructor, trainer, or industry expert required
  • Exceptional confidence and executive presence (on camera and in person)
  • Strong leadership and communication skills
  • Advanced research and analytical abilities
  • Excellent writing, editing, and copy development skills
  • Demonstrated ability to produce structured, publication-ready written materials for professional or printed distribution
  • Ability to clearly explain complex regulatory topics
  • Professional demeanor suitable for corporate audiences
  • Ability to work full-time, in-office

Ideal Candidate Profile

  • Studious and research-driven
  • Highly confident and articulate
  • Comfortable being the face and voice of educational initiatives
  • Authoritative yet approachable
  • Organized and detail-oriented
  • Motivated to continuously learn and teach others
  • Able to shift seamlessly between live presentation, video recording, and formal written content development

Application Requirements Please Read Carefully

To be considered for this position, all applicants must submit the following to hiring@hoffenmer.com:

  • A cover letter (required), and
  • A 100-word essay explaining the Federal BOI (Beneficial Ownership Information) regulation and stating whether it was and/or is required for motor carriers

Applications submitted without both a cover letter and the required essay will not be reviewed. These materials are a critical part of our selection process and help us identify candidates who are eager to learn and capable of confidently communicating complex information.

Benefits:

  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance

Ability to Commute:

  • Hoffman Estates, IL 60169 (Required)
  • Work Location: In person
  • Job Type: Full-Time