[LiteraryLark]

I'm still new at my job...going on three months.

I have already requested two days off. I had requested November 20th off to celebrate my Thanksgiving and I have requested December 6th off to welcome my brother home from the military. I requested both of them off a month in advance.

I need to request January 1st-3rd off because I will be going out of town. I've planned these dates out months in advance and I will offer to work the following two days after (the 4th-5th is my assigned days off) but I am concerned for two reasons, first, because I have already requested two days off, and second, because on my Friday my boss and I spoke about switching from PT Front Desk/Housekeeping to FT Housekeeping until they find a new housekeeper to replace me and I feel it is bad timing to switch my schedule around only to ask for more time off when I am so new.

But my plans are very important to me because my best friends are also requesting time off to go out of town with me. It would be awful to have to cancel plans after months of planning it out, but at the same time I don't want to seem like a flaky employee. At least if I do request the time off I will offer to work extra days.

What should I do? After changing my schedule around I feel bad to request more time off, even if it's only three days off with the offer of working extra days, but at the same time I've been planning on going away since August and my best friends are involved as well and I'd be letting them down if I don't request the time off, and I need to request it off as soon as possible. If I request it now, then I have a whole month's notice, but I also feel it's bad timing.

You are a good employee because you are considering the needs of the employer as much as your own wishes...
As far as November 20th and December 6th, you had asked before the switch plus I would think that the employer would consider your brother's welcome home to be a very important occassion.
As far as January 1st-3rd, you had planned the trip before you knew about the switch.
The only thing I would worry about is: Will they say "No". I really hope they grant all of your requests. I have worked in places where they have said "No" to some of my time off requests. It would make me angry! I want you to be happy and enjoy all of your special plans.

[seesaw]

I don't think it's bad for you to ask. You've been there 3 months, which is a typical probation period. You're asking in advance, giving them plenty of time to work it in the schedule. And work isn't the only thing in life; they have to understand that part of why people work is so they can enjoy the fruits of their labor. It's okay to ask for time off. Do it far enough in advance that they can manage it, and it's not like you're asking for 3 weeks in a row off, it's the holidays and people do ask for time off.

It's okay. Go ahead and put the request in.

Seesaw

Go ahead and ask, the worst that can happen is for the answer to be no ... If that happens, you'll need to decide which is more important ... Keeping the job or disappointing your friends ... If I was a friend, I wouldn't expect you to lose a job over some plans we'd made before you got this job ... That would be selfish! ... With all that being said though, I hope you'll go ahead and ask, and more than that I hope the answer will go in your favor!

Sincerely,
Pfrog!