I just accepted a job offer. My start date is Oct 9th (non-negotiable), which gives me 3 weeks from now. My notice period at my current job is 2 weeks.
First problem, I have a big family vacation/holiday the week of Sept 25th. We've been planning it for months and I've had the PTO request for the week off approved a long time ago, too. Unless there's no alternative, I do NOT want to work that week. I checked company policy & I'm allowed to take PTO during my notice period.
Second problem, I have some company stock vesting on Wed Oct 4. If I finish my 2 weeks notice before then, I forfeit a very large amount of money. (I don't plan to take a break between jobs, so I'd be fine working up to Fri Oct 6th and starting a the new place on Mon Oct 9.)
So my question is, when do I give notice? The options (as I see them) are:
Give 3 weeks notice this Monday (sept 18), so I'll have 2 working weeks of transition time + the week of vacation in the middle. However, I'm concerned that my manager will say something like "oh dont worry about the vacation, this can be your two weeks notice & it'll be 1 working week" and then I'd lose the stock since my last day would be Sept 29th. (I'm NOT worried that they'll fire me or anything; I just think my manager would be trying to be nice by giving me an extra week off).
Give 2 weeks notice next Friday (Sept 22) before I leave for the vacation. The first vacation week would be my first week's notice but I wouldn't work, and then I'd have 1 working week for transitions, etc. However I don't want to leave with bad feelings, and there's definitely some stuff I'd have to transition/knowledge transfer before I leave. How bad is it to do this? Is this "done" or is it considered super nasty?