Requesting an additional week off immediately after probation period ends
I started a new job 2 months ago and they let me know right off the bat that there is a 90 day probationary period before I can request PTO, which I thought was fine because the only trip I had tentatively planned at the time was going to be immediately after the probationary period concluded at the end of March. However, a surprise family vacation came up at the beginning of March and I let my manager know and he made an exception, so I’ll be taking a week of PTO for that trip even though I technically won’t have PTO yet. He’s basically treating it as time off that I already had pre-planned prior to starting, even though it didn’t come up until after I had started, so he’s actually doing me a favor there.
Now the trip I was originally planning at the end of March has been finalized and I’m afraid to request PTO for that trip, even though I will be eligible by then because they already made an exception for the first trip. I would basically be taking 1 week of PTO for the first trip, return to work for a week, and then go back on PTO for another week.
To top it all off, I don’t think I’m quite where they want me to be as far as training and onboarding goes, so they may be even more reluctant to approve time off until I start showing better progress.
How big of a risk am I taking here? Should I just request the PTO for the second trip since I will be full eligible for it by then?
Posted Feb 15, 2026, 3:18 AM UTC