Last year I left a company with unlimited PTO and I realized that I had only taken 2 weeks (a day here, a day there) yet with my current company and having 5 weeks of PTO, I am still carrying over days this year. Not because it was not encouraged but because I was not doing a lot of traveling due to all that was still going on in the world. What I found with my company that had unlimited is that the workload was so unbearable that it made it difficult to really take time off and disconnect. I was on a 2 person team that required daily coverage so Holidays were always a compromise.
Management was open to employees taking time off, it was just met with "as long as the work gets done", which felt like the guilt knife being turned because there was clearly too much work for the 2 of us so even when you did take time off, what your inbox looked like upon return made you question WHY you even took off.
That is not to say all companies are like that. Of course during an interview no one is going to say that there is too much work to take time off, but just like with all of the other pieces of the job, make sure you ask targeted questions so you can get make a good decision. During your interviews, ask the manager how many vacation days they typically take off during the year since you are not familiar with how the unlimited PTO process works. If you have a peer-to-peer interview, ask that person the same as well. I once asked an SVP I was interviewing with about how his day looks and he said he works 7 to 7 and his team usually does too (When I got home, I immediately notified the recruiter to remove my application from consideration because I was not planning to work 7 to 7 just because my boss was).
In some company cultures, taking time off is encouraged and with so many changes in the work environment now, companies need to make sure they are more encouraging and flexible.
Good luck on your job search journey.
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