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Open Vacation Policy? Does that mean Unlimited Vacation?

October 2024 Update: I worked at Automattic from 2015 to 2024 and once highly recommended it as a great place to work in these blog posts. However, recent legal developments and internal culture have led me to no longer endorse working there. I encourage readers to carefully research Automattic before deciding to apply.

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The company I work for, Automattic, has an open vacation policy.

What does an “open vacation policy” even mean?

Before I started at Automattic, I had no idea what to expect. I had heard about how some open vacation policies end up with employees taking very little vacation time out of peer pressure. My friends thought it meant unlimited vacations.

When Automattic says they have an open vacation policy, they genuinely do mean that there is no set number of days per a year that you can take a vacation on.

Open Vacation Policy in Remote Work AutomatticIt’s easy to think, especially when you see photos like this that we’re all constantly on vacation. Thing is, majority of the time we’re all working hard. While I do go on vacations or travel, that isn’t my whole life rather it’s just a small portion of my life that I take an extraordinary amount of photos of 🤣.

For me an open vacation policy doesn’t mean that I never work, get to take months off with no communication, or even that I get every single day I want off.

As a team we try hard to balance working when our users need us with taking the time off you need to stay healthy and spend time with friends and family.

We do this by reminding each other to disconnect, we share details of our vacation with teammates, and we encourage each other to take time off. Then we balance this with communicating when we’d like to plan time off and being flexible wherever possible.

Behind the Scenes planning for my vacation

For example, a month ago I took several weeks off to go to Italy. Let me give you a behind the scenes look on how I approached that!

I started thinking about the trip I wanted to take 4+ months in advance. I checked in with my lead to let them know what I had in mind, but also to see when everyone else was taking vacations. I used that information to do my best to let that start guiding me in picking dates. I tried to focus on taking time off when not a lot of my coworkers would be on vacation since it wouldn’t be a great experience for our users to come to with us chat and no one be available because we’re all off on vacation at the same time! 😂

For me, this did involve shifting the timeframe I had in mind a by a week or so, but since I was planning so far in advance- my travel partner was totally okay with it.

When I found a great airfare deal, I checked in again with my lead with the final dates I had in mind. Once they gave me the thumbs up, I finalized my vacation and booked my flight.

There are times you need time off and the dates aren’t flexible. In those cases, it’s important to communicate this really early in advance so the rest of the team can do their best to plan around you if they’re able to be flexible.

Yes, rarely sometimes I’ve had things come up last minute and I wasn’t able to be flexible about the time I needed off. Like when I get sick, or I needed to help a family member that was sick. I did my best to communicate it as soon as possible and try to make sure those instances were rare.

What about Holidays?

Since we’re a global company with employees allll around the world, the Holidays that we celebrate vary widely.

When it comes to Holidays that a great amount of employees celebrate (for example Christmas), we do our best to distribute time off evenly among everyone. With that, I don’t expect to take 3 weeks off in December.

I actually don’t celebrate many Holidays that others in my area do. So I do my best to take minimal time off during those Holidays, to help support my teammates in taking time off to spend with their families.

As you can see, we really do our best to approach these issues as a team. We focus on communicating early and being as flexible as possible.

Interested in working at Automattic? Apply already! ðŸ˜‰

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Aloha! I’m Tish 👋

AI writing strategist based in Maui, Hawaii, with 15+ years experience in digital marketing.

Most people using AI are getting the same stiff, generic output back. Em dashes everywhere. Nothing like how they actually talk or sell.

That’s not an AI problem. That’s a missing system problem. And it’s exactly what I fix.

I teach you how to train AI on your actual voice so your content sounds like YOU wrote it, because in a way, you did.

Human communication first. AI second. Always.

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3 responses to “Open Vacation Policy? Does that mean Unlimited Vacation?”

  1. […] In many ways, Automattic is better-placed than most companies to weather the situation. What, we have to work from home now? Hold my beer. Got to shift your hours around childcare and other obligations? Sit down, let us show you how it’s done. Need time off for COVID-related reasons? We already have an open leave policy in place and it’s great, thanks. […]

  2. maskedwallaby Avatar

    Hi Tish,

    This reply is, let’s see…3.5 years out of date? But if you’re checking comments, I wanted to ask about the “still working” part of vacation. Did you ever move or go do a different part of the world while still “on the clock?” What I’m trying to ask is, if you worked as a team member on the US East Coast and wanted to work from Italy for a couple of months, is that something your team leads are open to?

    Thanks!

    1. Tish Avatar

      Great question! While I personally haven’t moved countries, I have colleagues who have. As a company, I think Automattic is really flexible about moving to a different country/timezone, so it’s definitely a conversation that employees are welcome to have with HR if they’re considering it. I do know that legally they have some restrictions to make sure they’re in compliance with employment regulations, but overall we have employees in many many countries so from what I know, there are options in that department, it’s just not something I’m an expert in 🙂

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Tish Briseno is an AI writing strategist and digital marketer based in Maui, Hawaii, available to work with clients worldwide. She specializes in AI writing that sounds human, brand voice development, SEO content strategy, and AI-powered marketing systems.

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