Advertise With Us
Sunday, January 11, 2026
Explore
Allwork.Space
No Result
View All Result
Newsletters
  • Latest News
  • Leadership
  • Work-life
  • Coworking
  • Design
  • Career Growth
  • Tech
  • Workforce
  • CRE
  • Business
  • Podcast
  • More
    • Columnists
      • Dr. Gleb Tsipursky – The Office Whisperer
      • Nirit Cohen – WorkFutures
      • Angela Howard – Culture Expert
      • Drew Jones – Design & Innovation
      • Jonathan Price – CRE & Flex Expert
    • Get the Newsletter
    • Events
    • Advertise With Us
    • Publish a Press Release
    • Brand PulseNew
    • Partner Portal
No Result
View All Result
Newsletters
Allwork.Space
No Result
View All Result
  • Home
  • News
  • Leadership
  • Work-life
  • Coworking
  • Design
  • Workforce
  • Tech
  • CRE
  • Business
  • Podcast
  • Career Growth
  • Newsletters
Advertisements
Yardi Kube automates flex & coworking operations
Home Work-life

How To Avoid Unlimited PTO Chaos — Even During The Holidays

In a future with unlimited PTO, managers need to lead with empathy and consistency when deciding who gets the first pick of days off.

Emma AscottbyEmma Ascott
November 30, 2022
in Work-life
Reading Time: 4 mins read
A A
How To Avoid Unlimited PTO Chaos — Even During The Holidays

Workers who get unlimited PTO are required to get all of their work done, which can leave workers at the mercy of their workloads, employers, and company culture. 

  • Unlimited PTO is when an organization provides its workers with unlimited time to take fully paid leave for whatever reason they desire. 
  • Navigating unlimited PTO in this new post-pandemic, remote and hybrid world of work can be challenging for employers.  
  • Allwork.Space spoke to Amy Zimmerman, Chief People Officer at Relay Payments, and Gilles Raymond, CEO/Founder of Letsmeet, in order to understand how best to handle unlimited PTO policies as a manager.  

Unlimited paid time off (PTO) sounds like a dream for employees, but what is it really? This is generally defined as when an organization provides its workers with the option to PTO for whatever reason they desire — without providing a limit or specific number of days they are allowed to be out of office while receiving full pay.  

But still, workers who get unlimited PTO are required to get all of their work done, which can leave workers at the mercy of their workloads, employers, and company culture.   

Advertisements
Your Brand Deserves The Spotlight - Advertise With Us - Allwork.Space

While deciding when it’s acceptable to ask for time off as an employee might be tricky at times, navigating this type of paid time off in the new post-pandemic, remote and hybrid world of work can be extra challenging for employers.    

In a future with unlimited PTO, how do managers decide who gets the first pick of days off? Should there be a formal system? This sort of thing can be complicated — particularly around the holidays. 

Advertisements
Deel - Upgrade your global team management

Allwork.Space spoke to Amy Zimmerman, Chief People Officer at Relay Payments, and Gilles Raymond, CEO/Founder of Letsmeet, in order to understand how unlimited PTO should be handled. 

Allwork.Space: Within companies with unlimited PTO, how do managers decide who gets the first pick of dates? 

Amy Zimmerman: In general, managers should be as supportive and flexible as the business can afford them to be. However you determine who gets the first pick of dates (first come — first serve, tenure, performance, etc.) be sure to clearly communicate your methodology so everyone is clear on how your process works.  

Managers typically run into issues with team members when there’s a perception of inequity. The best way to combat that is to be transparent about how you decided who to approve. And be consistent!  

Advertisements
Yardi Kube automates flex & coworking operations

Gilles Raymond: Based on my experience, most of the time employees find an agreement by themselves about how to organize holidays. The manager has to guarantee that there is always an operational backup working for the best interest of the company. 

Nevertheless, if priorities need to be given, it is the person who has the most demanding family environment that will have the priority. As an example, if you have kids, your summer holidays can only be taken during a certain period of time, you have therefore a priority vs. someone single. In the case there is some overlap, the manager will give a priority to one for one holiday, and to the other for the next one. 

Allwork.Space: Should there be a formal system?   

Amy Zimmerman: A formal system will take the pressure off of the manager and perceived biases in their decision making. It doesn’t have to be complicated, just formalized and leveraged consistently to be perceived as fair.   

More stories for you

The One Major Risk Holding Companies Back From Going “Fast And Hard” With AI Agents

The One Major Risk Holding Companies Back From Going “Fast And Hard” With AI Agents

13 hours ago
The Future Of Workplace Design Is Simple

The Future Of Workplace Design Is Simple

2 days ago
Trump's Job Cuts Push Federal Workforce To 10-Year Low

Trump’s Job Cuts Push Federal Workforce To 10-Year Low

2 days ago
U.S. Blue-Collar Job Boom Fails To Materialize, New Jobs Data Shows

U.S. Blue-Collar Job Boom Fails To Materialize, New Jobs Data Shows

2 days ago

Gilles Raymond: Assuming the mindset is constructive, a formalization can be a lot of work for a tiny output for a few number of cases. On top, I believe empathy and human contribution is key on a subject that can be very sensitive.  

Allwork.Space: Is having unlimited PTO beneficial for an organization?   

Amy Zimmerman: I like having unlimited PTO. It empowers team members to use what they think is reasonable and relieves companies of having to worry about tracking time, potentially rolling it over, managing accruals, and payouts when people leave.  

It also feels like a more “grown-up” approach. Of course, there’s potential that people will take advantage so you have to create guard rails and norms so team members understand what’s reasonable. 

Advertisements
Ergonofis

Gilles Raymond: I offered unlimited PTO in my last three companies; I have been offering PTO since 2007. It was a fascinating experience, and I continue to offer it for five main reasons:   

  1. It makes the company more attractive to candidates 
  2. It shows you trust employees to adjust PTO based on the work they have to do and their needs to take days off 
  3. It reinforces the feeling of autonomy and freedom 
  4. I was surprised to see less than 5% of the team were taking more holidays than what it was allowed by a regular PTO policy 
  5. Those employees became a good, real example of the level of autonomy the company was given 
Advertisements
Your Brand Deserves The Spotlight - Advertise With Us - Allwork.Space
Tags: LeadershipWorkforceWorkplace Wellness
Share32Tweet20Share6
Emma Ascott

Emma Ascott

Emma Ascott is a contributing writer for Allwork.Space based in Phoenix, Arizona. She graduated from Walter Cronkite at Arizona State University with a bachelor’s degree in journalism and mass communication in 2021. Emma has written about a multitude of topics, such as the future of work, politics, social justice, money, tech, government meetings, breaking news and healthcare.

Other Stories Recommended For You

The One Major Risk Holding Companies Back From Going “Fast And Hard” With AI Agents
Tech

The One Major Risk Holding Companies Back From Going “Fast And Hard” With AI Agents

byFeatured Insights
13 hours ago

AI agents are ready to work, but trust and security are slowing real adoption.

Read more
The Future Of Workplace Design Is Simple

The Future Of Workplace Design Is Simple

2 days ago
Trump's Job Cuts Push Federal Workforce To 10-Year Low

Trump’s Job Cuts Push Federal Workforce To 10-Year Low

2 days ago
U.S. Blue-Collar Job Boom Fails To Materialize, New Jobs Data Shows

U.S. Blue-Collar Job Boom Fails To Materialize, New Jobs Data Shows

2 days ago
Advertisements
Deel - Upgrade your global team management
Advertisements
Build Your AI - Disaster Avoidance

Unlock your competitive edge in tomorrow's workplace.

Join a community of forward-thinking professionals who get exclusive access to the latest news, trends, and innovations that are shaping the future of work.

2025 Allwork.Space News Corporation. Exploring the Future Of Work® since 2003. All Rights Reserved

Advertise  Submit Your Story   Newsletters   Privacy Policy   Terms Of Use   About Us   Contact   Submit a Press Release   Brand Pulse   Podcast   Events   

No Result
View All Result
  • Home
  • Latest News
  • Topics
    • Business
    • Leadership
    • Work-life
    • Workforce
    • Career Growth
    • Design
    • Tech
    • Coworking
    • Marketing
    • CRE
  • Podcast
  • Events
  • About Us
  • Advertise | Media Kit
  • Submit Your Story
Newsletters

Welcome Back!

Login to your account below

Forgotten Password?

Retrieve your password

Please enter your username or email address to reset your password.

Log In
This website uses cookies. By continuing to use this website you are giving consent to cookies being used. Visit our Privacy and Cookie Policy.
-
00:00
00:00

Queue

Update Required Flash plugin
-
00:00
00:00