• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
CommentaryGen Z

Gen Z is using ChatGPT to practice salary negotiations and tough conversations before they happen

By
Phillip Miller
Phillip Miller
Down Arrow Button Icon
By
Phillip Miller
Phillip Miller
Down Arrow Button Icon
March 22, 2026, 7:00 AM ET

Phillip Miller is a 20+ year edtech executive and CEO of Skillwell, where he's building the future of immersive learning for the enterprise.

gen z
"Hey ChatGPT, have a difficult conversation with me."Getty Images

Young professionals are using ChatGPT to rehearse salary negotiations, deliver tough feedback, and navigate workplace conflict — before the conversations ever happen. From entry-level employees to mid-career managers, workers are turning to AI tools to prepare before stepping into their manager’s office.

Recommended Video

Why This Generation Needs a Practice Gym

For a generation that came of age amid remote work, economic uncertainty, and rapid technological change, preparation feels less optional and more essential. Deloitte’s global survey of more than 23,000 workers found that Gen Z and millennials are intensely focused on growth and skill development as workplace expectations evolve, and another study showed that 56% of Gen Z workers use AI to help figure out how to communicate with a boss or colleague.

For many early-career professionals, the toughest part isn’t the content of the conversation—it’s the experience of having it. That’s not a character flaw; it’s the product of a world where fewer interactions require real-time conflict resolution, emotional regulation, or face-to-face persuasion. If you’ve spent years communicating through screens and asynchronous channels, the first time you have to deliver tough feedback or negotiate on the spot can feel like showing up to a championship match without a single practice rep.

How to Try It Right Now

For the first time, that kind of practice gym is within reach. Advances in large language models have dramatically lowered the cost of creating personalized, high-quality dialogue that lets employees rehearse difficult conversations on demand.

Here’s how to start: open ChatGPT and switch to voice mode. Give it context on an upcoming situation you’re anxious about, then ask it to simulate the conversation. Tell it to challenge your assumptions, interrupt you the way a stressed manager might, or push back hard on your reasoning.

It will feel awkward at first — like your first day back in the gym after a long layoff. That’s fine. Fluency comes from repetition.

  • Listen first, then reflect.Prompt ChatGPT to listen without interrupting, then summarize what you said in three key points. This exercise alone often brings unexpected clarity.
  • Roleplay the other person.Prompt: “Pretend you are [coworker X] and help me rehearse the conversation I need to have with them.”
  • Repeat until it feels natural. The first session will feel strange. By the third, it won’t. Consistency is the only requirement.

The Next Frontier: Team-Level Training

But individual practice is only the beginning. A new generation of AI-enabled corporate trainers can now bring this kind of preparation to entire teams.

These trainers will develop adaptable lessons geared to what an employee needs to know — not what they already know. They’ll surface the conversations employees didn’t know they needed to have, tailoring training for distinct roles and seniority levels.

This isn’t theoretical. Organizations like Skillwell — which I lead — are already demonstrating that EQ leadership skills are not innate traits Over the next decade, I expect the number of people practicing professional skills via AI-enabled simulation to expand by several orders of magnitude. The tools exist. The adoption curve is just beginning.

The Gym Is Open

Real-world experience remains the best teacher. But organizations no longer have to wait for high-stakes moments to arrive — and hope their people are ready. AI-powered simulation gives every worker a place to train, build fluency, and show up prepared when it matters most.

The practice gym is open. The only question is whether your organization will walk in.

The opinions expressed in Fortune.com commentary pieces are solely the views of their authors and do not necessarily reflect the opinions and beliefs of Fortune.

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
About the Author
By Phillip Miller
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Commentary

kapoor
Commentaryquarterly results
Morningstar CEO: I agree with the SEC on ending quarterly reporting—with conditions
By Kunal KapoorMay 5, 2026
4 hours ago
crane
Commentaryclean energy
I worked at the Department of Energy and I’m puzzled: The climate movement has been making the wrong case for 20 years
By David CraneMay 5, 2026
8 hours ago
alain
CommentaryIran
I watched my father run his business through the Lebanese Civil War. Here’s what it taught me about leading through disruption.
By Alain BejjaniMay 5, 2026
12 hours ago
Hong Kong is the hub for China’s AI IPOs. It can be so much more than that
CommentaryHong Kong
Hong Kong is the hub for China’s AI IPOs. It can be so much more than that
By Brian Wong and Tony ChanMay 3, 2026
2 days ago
jason corso
Commentarydisruption
AI models are choking on junk data
By Jason Corso and David CowanMay 3, 2026
2 days ago
blake
CommentaryHousing
I spent a decade selling homes to the ultra-wealthy. What I saw explains the housing market’s nepo problem
By Blake O'ShaughnessyMay 3, 2026
2 days ago

Most Popular

Diary of a CEO founder says he hired someone with 'zero' work experience because she 'thanked the security guard by name' before the interview
Success
Diary of a CEO founder says he hired someone with 'zero' work experience because she 'thanked the security guard by name' before the interview
By Emma BurleighMay 3, 2026
2 days ago
Current price of silver as of Monday, May 4, 2026
Personal Finance
Current price of silver as of Monday, May 4, 2026
By Joseph HostetlerMay 4, 2026
1 day ago
America is lucky it’s no longer a manufacturing powerhouse—it’s what’s protecting the U.S. economy from the worst of the oil shock, top economist says
Economy
America is lucky it’s no longer a manufacturing powerhouse—it’s what’s protecting the U.S. economy from the worst of the oil shock, top economist says
By Sasha RogelbergMay 4, 2026
1 day ago
America got rich and got sad. A top economist says 2020 broke something that hasn't healed
Economy
America got rich and got sad. A top economist says 2020 broke something that hasn't healed
By Nick LichtenbergMay 3, 2026
2 days ago
Current price of gold as of May 4, 2026
Personal Finance
Current price of gold as of May 4, 2026
By Danny BakstMay 4, 2026
1 day ago
Current price of oil as of May 4, 2026
Personal Finance
Current price of oil as of May 4, 2026
By Joseph HostetlerMay 4, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.