---
title: "WeWork, Upwork CEOs Say AI Is Putting Major Pressure On Gen Z Hiring"
type: "News"
locale: "en"
url: "https://longbridge.com/en/news/287042608.md"
description: "WeWork and Upwork CEOs highlight that AI is pressuring Gen Z hiring, with a shift towards freelance work. They argue that while AI impacts entry-level jobs, companies may be overstating layoffs. Both CEOs emphasize the need for training younger talent and adapting to AI skills, as freelancers are more agile in learning new technologies."
datetime: "2026-05-20T09:27:55.000Z"
locales:
  - [zh-CN](https://longbridge.com/zh-CN/news/287042608.md)
  - [en](https://longbridge.com/en/news/287042608.md)
  - [zh-HK](https://longbridge.com/zh-HK/news/287042608.md)
---

# WeWork, Upwork CEOs Say AI Is Putting Major Pressure On Gen Z Hiring

On Tuesday, **WeWork** and **Upwork Inc.** (NASDAQ:UPWK) CEO said artificial intelligence (AI) is putting pressure on entry-level hiring for Gen Z workers, while companies increasingly shift toward freelance and AI-skilled labor.

## **AI Disrupts Entry-Level Hiring For Gen Z**

Speaking at Fortune's Workplace Innovation Summit, WeWork CEO **John Santora** said entry-level workers are facing growing challenges as AI reshapes hiring needs across industries.

"There's no question that the entry-level hire is under pressure," Santora said.

He added that business leaders have a responsibility to train younger talent for future leadership roles.

Santora continued, "AI is not going to provide empathy and leadership and mentoring and all those skills that you need to lead a company for a company to be successful."

Upwork CEO **Hayden Brown** also acknowledged growing anxiety among workers but argued that some companies are overstating AI's impact on jobs.

"The hype is real," Brown said.

He added, "The fear-mongering is a real challenge because it does create a lot of this, not just uncertainty, but I think employees are really wondering what their place is."

Brown said some firms are "AI-washing" workforce reductions during a weak economic environment rather than cutting jobs solely because of automation.

Both CEO’s said the labor market is increasingly shifting toward freelance and contract work.

Brown said freelancers are adapting faster to AI because they are motivated to continuously learn new skills, while businesses are paying premiums for workers with AI expertise.

**Read Also: Sam Altman Says AI Can Replace Interns, But Gen Z Is Already Treating It Like A Work Buddy**

## **Huang, O'Leary And Cuban Split Over AI Job Loss Fears**

Earlier, **Nvidia Corp.** (NASDAQ:NVDA) CEO **Jensen Huang** said workers were more likely to lose jobs to people using AI than to AI itself, arguing that adoption of the technology was becoming essential for career success.

He said AI was already improving workflows and productivity without eliminating entire roles.

Investor **Kevin O'Leary** said AI had increased productivity and profits, adding that companies were seeing major efficiency gains despite job losses.

Billionaire entrepreneur **Mark Cuban** pushed back on fears of mass unemployment, saying Gen Z workers, as "AI natives," were well-positioned to adapt.

He urged young professionals to learn AI skills as the labor market continues to shift.

**_Disclaimer_:** _This content was partially produced with the help of AI tools and was reviewed and published by Benzinga editors._

**Read Also: Randstad's CEO Says AI Is Wiping Out Entry-Level Office Roles For New Graduates: 'Path That Used To Work For A Long Time Is Starting To Break'**

_Photo courtesy: Shutterstock/aushilfe444_

### Related Stocks

- [UPWK.US](https://longbridge.com/en/quote/UPWK.US.md)
- [NVDA.US](https://longbridge.com/en/quote/NVDA.US.md)
- [NVD.DE](https://longbridge.com/en/quote/NVD.DE.md)

## Related News & Research

- [Upwork cuts jobs, trims revenue outlook amid AI impact](https://longbridge.com/en/news/286278921.md)
- [Assessing Upwork (UPWK) Valuation After Earnings Cut Guidance Layoffs And Rising Legal Scrutiny](https://longbridge.com/en/news/287096785.md)
- [Singapore Leads Emerging Race to Become World’s First «Trusted AI Financial Hub»](https://longbridge.com/en/news/287063092.md)
- [Google reshuffles Gemini AI plans with new Ultra tier, revises usage limits](https://longbridge.com/en/news/287185208.md)
- [Trillion-dollar Samsung faces a battle over who gets the AI profits](https://longbridge.com/en/news/287013238.md)