Opinion
Artificial Intelligence Opinion

AI-Drafted Emails Aren’t as Good as You Think: A School HR Director Explains

Individual voice and accuracy are often casualties of a chatbot
By Anthony Graham — December 01, 2025 4 min read
Two silhouettes facing away from each other. Circuit board in human shape on blue. High-tech technology background.
  • Save to favorites
  • Print

I’m sure that I am not the only school district human resources director who receives emails from staff that were obviously drafted using generative AI. It got me thinking a bit. When working with complex local, state, and federal laws, how does AI know enough about statutes across the nation to generate a solid response for a particular personnel situation?

The answer? It doesn’t!

I tested the theory myself using ChatGPT.

AI Prompt

Write a two-paragraph email to my HR director asking for help with accommodation for stress due to having too many students in my classroom. Cite state law and federal law in the response.

The response

Dear [HR Director’s Name],

I am reaching out to request support regarding my current classroom assignment. The number of students assigned to my classroom has created significant stress that is affecting my ability to perform my duties effectively. I am requesting a reasonable accommodation to help manage these conditions, consistent with protections afforded under the Americans with Disabilities Act (ADA), 42 U.S.C. § 12112(b)(5)(A), which requires employers to provide reasonable accommodations to qualified employees with disabilities, as well as Section 504 of the Rehabilitation Act of 1973. Additionally, Missouri state law, specifically the Missouri Human Rights Act (RSMo §213.055), provides protections against workplace practices that negatively affect an employee’s health or ability to work.
I would appreciate the opportunity to meet with you to discuss possible solutions that could include adjustments to class size, additional instructional support, or other accommodations that allow me to continue meeting the needs of students while protecting my own well-being. Please let me know a time that works for you to begin this conversation. I am committed to working collaboratively to find an arrangement that supports both compliance with legal requirements and the educational mission of our school.

Sincerely,
[Your Name]

AI can offer efficiency and convenience. But when it comes to sensitive topics, particularly emails involving human resources, special education, or other complex subjects, educators should exercise caution.

I’ll admit that the ChatGPT response, at surface level, is well written. It uses some fluffy language coupled with a few impressive letter/number/squiggle combinations, indicating a state or federal statute. This eye-catching email would at first cause an HR director like me to pause and prepare to seek advice from my legal team. But reading more closely, I’d have some concerns:

  • Reasonable accommodations are changes to something (like job duties, the work environment, etc.) which would allow a qualified individual with a disability to perform essential functions of a job. But stress is generally not considered a disability under the Americans with Disabilities Act.
  • Some states have rules regarding class size, while others don’t.
  • Is the HR director really the person to direct class-size questions to?

AI writing tools may generate text that sounds polished, but they do not fully grasp context, tone, or the nuances of workplace dynamics. For example, a teacher requesting medical leave accommodations under the Americans with Disabilities Act should ensure the language is accurate and in line with both personal needs and legal standards. An AI-generated draft could overlook required references to law or reflect unintentional bias that the chatbot’s training builds in, leading to inaccurate or incomplete information. And more often than not, the draft fails to reflect the educator’s individual voice.

Authenticity is more important than you might think. For some HR folks, AI-generated emails can be a trigger: “This person didn’t take the time to actually write an email. Why should I take a lot of time to respond?” Or such emails raise red flags for anyone: “Who helped this person write the email?” “Who else is involved in the situation that I don’t know about?

Here are several risks associated with an overreliance on AI use:

  • Loss of authenticity. Professional email matters often benefit from a personal voice that conveys sincerity, professionalism, and trustworthiness. Administrators and HR staff can usually tell when a message feels overly scripted or detached.
  • Confidentiality concerns. Entering sensitive personal or workplace details into an AI system presents concerns about privacy. Some platforms have safeguards, but others do not. Educators must assume that anything entered could be stored, analyzed, used in other prompts, or even admitted as evidence in a courtroom.
  • Legal and policy accuracy: AI tools are not always accurate. They can generate outdated and incomplete information about laws or district policies. AI tools might cite federal statutes but overlook specific state or local regulations that also govern HR or other practices within the district. Inaccurate references could weaken an educator’s request or inadvertently create liabilities such as allegations of unfair practices.
  • Tone and interpretation problems: AI cannot fully read the interpersonal dynamics. An email about a performance-improvement plan, for example, must strike a balance between professionalism and self-advocacy. If AI produces language that is too defensive, overly formal, or misaligned with workplace culture, it could inadvertently damage relationships with supervisors or HR personnel.

see also

Artificial Intelligence Live Online Discussion A Seat at the Table: Is AI Out to Take Your Job or Help You Do It Better?
October 16, 2024

Am I advocating a full stop when it comes to AI? Well, no. I’m advocating for educators to follow a few best practices:

  • Use AI for structure, not substance. AI can help organize thoughts or provide a starting point for your work.
  • Avoid entering sensitive information. Protect confidentiality by keeping details about medical conditions, legal claims, or personnel issues out of AI systems. Replace specific information with placeholders if using AI to generate an outline.
  • Verify legal references. If citing federal or state law in an HR-related email, educators should cross-check the information with reliable sources. District legal counsel, professional organizations, or official government websites provide more accurate guidance than AI alone.
  • Prioritize human review. Before sending, educators should reread the message from the perspective of the recipient. Asking a trusted mentor or colleague to review a sensitive email is often a good idea.
  • Be authentic. Educators should always revise the AI draft with their own voice.

AI can save time and reduce stress when you are drafting complex communications, but it should never replace your judgment. The stakes of communication in sensitive realms are too high to outsource fully to a tool that cannot account for human nuance, legal obligations, or organizational culture.

Related Tags:

Events

This content is provided by our sponsor. It is not written by and does not necessarily reflect the views of Education Week's editorial staff.
Sponsor
Special Education Webinar
Hidden Costs of Special Ed Vacancies: Solutions for Your District
When provider vacancies hit, students feel it first. Hear what district leaders are doing to keep IEP-related services on track.
Content provided by Huddle Up
This content is provided by our sponsor. It is not written by and does not necessarily reflect the views of Education Week's editorial staff.
Sponsor
Privacy & Security Webinar
How Technology Is Reshaping Childhood
How do we protect kids online while embracing innovation? Learn about navigating safety, privacy, and opportunity in the Digital Age.
Content provided by Connect x Protect
Budget & Finance Webinar Creative Approaches to K-12 Budget Realities
What are districts prioritizing in 2026? New survey data reveals emerging K-12 budgeting trends.

EdWeek Top School Jobs

Teacher Jobs
Search over ten thousand teaching jobs nationwide — elementary, middle, high school and more.
View Jobs
Principal Jobs
Find hundreds of jobs for principals, assistant principals, and other school leadership roles.
View Jobs
Administrator Jobs
Over a thousand district-level jobs: superintendents, directors, more.
View Jobs
Support Staff Jobs
Search thousands of jobs, from paraprofessionals to counselors and more.
View Jobs

Read Next

Artificial Intelligence Teachers Say Lack of AI Guidance Is a Major Problem
Most teachers say they have not received formal guidance on how to use AI tools in their work.
5 min read
TeachersAI SG16
A high school teacher with eight years of experience works with an instructor during a presentation at the first training session of the National Academy for AI Instruction on March 18, 2026, at UFT headquarters in New York City. Many teachers haven't received formal guidance on how to use the technology responsibly and effectively.
Salwan Georges for Education Week
Artificial Intelligence Opinion 4 Questions We Must Answer Before Bringing AI Into the Classroom
Student learning should be the primary criterion for if and when AI belongs in K-12 schools.
Norman Eng
5 min read
A stack of books in the form of a school house built with knowledge. A row of digital school houses repeat and glitch in iterations becoming distorted.
Vanessa Solis/Education Week + iStock/Getty
Artificial Intelligence Teachers' Union's AI Plan Seeks 'Big Tech Tax,' Elementary Screen Bans
The American Federation of Teachers launches push to limit AI-based tools for students.
4 min read
Randi Weingarten, the president of the American Federation of Teachers, calls for a ban on screens and limited artificial intelligence use in schools at the National Press Club in Washington, on May 27, 2026.
Randi Weingarten, the president of the American Federation of Teachers, calls for a ban on screens and limited artificial intelligence use in schools during a news conference at the National Press Club in Washington, on May 27, 2026.
Marvin Joseph/Education Week
Artificial Intelligence Video How AI Complicates Student Well-Being. What Schools Should Know
Many kids cannot tell the difference between an AI-driven chatbot and genuine human understanding.