When & how would you ask for time off for a pre-planned 2-week trip when you start a new job as inhouse counsel? It didn’t occur to me to bring it up during the interviewing stage. I start the job the beginning of February & the vacation is planned for late May. I’m leaning towards bringing it up the first week of work so my boss has much notice as possible but I feel uncomfortable asking right off the bat without having built some rapport. I’d appreciate any advice.

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Posting as :
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hey john i have a trip i will be taking in may, wanted to give you as much notice and let me know if it causes any issues

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Thank you

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Remember that your PTO is a benefit that you are fully entitled to take. Just bring it up. It shouldn't be an issue - especially since you're giving so much notice.

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Thank you

You should have mentioned it during offer stage. But late may seems fine with notice first week.

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Thank you

I was in a similar boat - started in-house in early January last year and had a 10-day trip planned for late April. I mentioned it to my boss right when I started and it wasn’t a problem at all. Enjoy your trip :)

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Thank you

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Which industry?

Tech

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