• 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
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
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
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Commentary

EuropeLetter from London
Rishi Sunak is giving advice to CEOs on AI. Here are his golden rules
By Kamal AhmedMarch 25, 2026
12 hours ago
retirement
CommentaryRetirement
Our retirement system gets a C-plus; policymakers have an opportunity to make it A grade
By Chris MahoneyMarch 25, 2026
19 hours ago
david-f
CommentaryVenture Capital
Europe has survived 3 energy shocks in 4 years. The only way out is to stop buying power from its enemies
By David FrykmanMarch 25, 2026
20 hours ago
fauci
CommentaryCOVID-19 vaccines
How COVID turned America against science — and what it will take to win it back
By David Blumenthal and James A. MoroneMarch 24, 2026
2 days ago
alex
Commentarydisruption
AI’s disruption is a choice, not a forecast
By Alex StephanyMarch 24, 2026
2 days ago
trump
Commentarynational debt
The Treasury just declared the U.S. insolvent. The media missed it
By Steve H. Hanke and David M. WalkerMarch 23, 2026
3 days ago

Most Popular

Magazine
The youngest-ever female CEO of a Fortune 500 company is fighting Trump's cuts to keep Medicaid strong
By Fortune EditorsMarch 24, 2026
2 days ago
Commentary
The Treasury just declared the U.S. insolvent. The media missed it
By Fortune EditorsMarch 23, 2026
3 days ago
Success
Palantir’s billionaire CEO says only two kinds of people will succeed in the AI era: trade workers — ‘or you’re neurodivergent’
By Fortune EditorsMarch 24, 2026
2 days ago
Success
JPMorgan’s Jamie Dimon says remote work breeds ‘rope-a-dope politics’ and stunts young workers’ growth
By Fortune EditorsMarch 25, 2026
13 hours ago
Success
The job market is so bad that ‘reverse recruiters’ are charging $1,500 a month just to help people look for jobs
By Fortune EditorsMarch 25, 2026
20 hours ago
Success
JPMorgan has started monitoring the keystrokes, video calls, and meetings of its junior investment bankers—and they say it's for employee well-being
By Fortune EditorsMarch 24, 2026
2 days 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.