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An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

NewslettersFortune CHRO

The latest PTO trend: Letting employees exchange it for cash, retirement savings, or even student loan payments

Brit Morse
By
Brit Morse
Brit Morse
Leadership Reporter
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Brit Morse
By
Brit Morse
Brit Morse
Leadership Reporter
Down Arrow Button Icon
April 18, 2025, 8:08 AM ET
An illustration of two hands trading money for time.
Companies are getting experimental with their paid-time off policies, including letting employees cash them in. Getty Images/Vector Illustration

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In an effort to retain employees, companies are getting creative when it comes to how employees take advantage of their paid time off (PTO). Instead of unused days getting rolled over or expiring, organizations are setting up programs that convert them into other funds for employees to use. That includes exchanging them for cash, charitable donations, or contributions to student loan payments, 401(k)s, or healthcare spending accounts (HSAs).

These programs started to gain traction during the pandemic when employees would donate unused PTO to colleagues who needed it most, Maegan Wells, vice president and corporate benefit specialist at Goldman Sachs Ayco, a brand of Goldman Sachs wealth services tells Fortune. But since then they’ve expanded, allowing employees to buy, sell, or exchange their vacation days for other uses. Over 25% of Goldman’s more than 400 corporate partners currently have such a PTO program, up from 21% in 2021, according to a recently released benefits report from the company. 

“The overall trend we’re seeing now in the benefit and compensation space is finding flexibility and that includes how employees use their PTO,” says Wells.

This is because workers can delegate their time any way they want, which is helpful when there are five generations in the workforce all with different needs, she adds. For instance, those right out of school, who are working long hours may rather put their extra days towards paying off loans, or someone closer to retirement may want to completely maximize their 401(k). Additionally, sources note, convincing other executives of the potential benefits of these plans may not be too much of a challenge, because PTO is traditionally budgeted for in advance.

“Paid time off is already a budgeted expense for companies whether workers take it or not, so this kind of benefit won’t break the bank,” says Jonathan Barber, Head of compensation and Benefits policy research at Goldman Sachs Ayco.

But while paying out PTO may sound like a simple solution, it’s actually rather complicated, he notes, which is why it hasn’t been more widely adopted. The administrative burden it takes to accomplish setting up such a process manually is no easy feat, as HR managers have to comply with a variety of state laws around what employees can and can’t do with their PTO. For instance in California, employers can’t force workers to use all of their PTO by a certain date, and it’s required by law that unused vacation time be carried over. 

“You can’t just do what you want with PTO because states have specific rules on what you might have to allocate to an employee,” says Barber. “If you’ve agreed to offer PTO, you can’t just let employees turn it into something else without complying with those rules.”

It’s exactly for that same reason that large companies are more likely to offer these kinds of programs to workers, as they’re more likely to have an established HR arm to withstand it. That said there are a flurry of B2B businesses out there tailored to handle services like these, which may be a good solution for smaller companies, Barber notes. Regardless, he expects more companies overall to adopt this approach in the future. 

“I think most companies want their employees to take some vacation, but when it comes to PTO they’re starting to realize that, for better or for worse, not everyone is going to take the time whether they’re given it or not.”

Brit Morse
brit.morse@fortune.com

Around the Table

A round-up of the most important HR headlines.

Boeing relies on a largely international trade system to manufacture its planes, and recent tariffs could drastically damage the company, and the employees who work there. Washington Post

Target CEO Brian Cornell is going to meet with a civil rights leader to discuss the company’s decision to roll back DEI programs and the backlash since. CNBC

Large companies are on a mission to get rid of ineffective middle managers, but employees say the decisions are leaving them directionless. Axios

Watercooler

Everything you need to know from Fortune.

General education. Uber CEO Dara Khosrowshahi says studying liberal arts in college was an essential part to him becoming a leader. —Emma Burleigh

Blending multiple jobs. Having a gig economy job used to be considered outside the norm, but in an era of uncertainty, Gen Z’s are flocking toward more nontraditional career paths. —Sara Braun

More blue collar work. Without aligning with workers unions Trump’s plans to bring back manufacturing to the U.S. could become much more difficult, historian says. —Irina Ivanova

This is the web version of Fortune CHRO, a newsletter focusing on helping HR executives navigate the needs of the workplace. Sign up to get it delivered free to your inbox.
About the Author
Brit Morse
By Brit MorseLeadership Reporter
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Brit Morse is a former Leadership reporter at Fortune, covering workplace trends and the C-suite. She also writes CHRO Daily, Fortune’s flagship newsletter for HR professionals and corporate leaders.

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