Should I Ask for Paid Vacation When Starting a New Job?

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SUMMARY

The discussion centers on whether to request paid vacation when starting a new job after having a pre-booked vacation. The individual has received a job offer from a larger company with better compensation but is concerned about the financial impact of unpaid time off. They have already informed the new employer about their vacation plans, which the employer has accepted. It is established that asking for paid vacation in this context is reasonable, especially since it pertains to using accrued vacation time that the employee is entitled to.

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Ronnin
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I have been working at my current employer for about a year. About 9 months into the job things had changed and I decided that this was not the right place for me long term. So for I've been on and off looking around for other employment and finally something broke for me. I was given a job offer for a better position, larger company, more money, plus possible bonuses. unfortunately, I have vacation already booked and paid for beginning the week of Labor Day. I have already informed the new company of this prior obligation and they are very understanding regarding the time off. My question is whether I should press to make it a paid vacation or take the hit to my income (I can absorb it but honestly would rather not). I have never had to broach this topic before when changing jobs so I honestly don't know how reasonable it is to ask for the paid week. This is a great opportunity for me and would not want to ask for something that would just seem way off base. Any advice?
 
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Are you already working at your new job, or are you going to start right after your vacation?
 
No, I would work 2 weeks then take the week off.
 
Many places have policy about how long you must work before you can take a vacation (often not before your probation ends), as well as at what rate you can accrue vacation days (often a fraction of a day per time-period, such as 1.25 days accrual per pay period).

You could ask what their policy is regarding vacations, and yes you could ask if, since it is already booked, you could use a week's vacation allotment in advance. But of course you're not asking for this as extra time, right? You're simply asking for part of your normal vacation time (probably 2 weeks per year) to be used right away.

It is not unreasonable to ask.
 

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