I'm wondering how I should handle this situation. When I was hired, I was offered 3 weeks vacation. Our HR policy at that time stated that every 5 years, we would get an extra week of vacation up to a certain limit. After I had been there 3 years, they did a huge update of the HR policy and new hires were started at 2 weeks vacation (with an extra week added after 5 years and so on). Since all other revisions apply to me, my understanding is that this one does too and I'm expected to be grateful that I continued to get 3 weeks vacation.
Now I have been here 5 years. I am having my annual performance evaluation next week and want to bring this up. I really want my extra week of vacation (my vacation days are gold to me lol). Unfortunately, I have a feeling they will say "no". I was really stupid in that I didn't say a single word when they announced the revision of the HR policy 2 years ago. I should have protested, and didn't. I do have a problem with not being assertive enough in demanding my rights. I had no raises (or evaluations lol) for my first 3 years because our finances were a mess and our leadership was in constant transition.
How hard should I push about this? A couple of years back I asked about getting an extra week's vacation in lieu of a raise (would have been cheaper for them!) but was denied "because it would look bad to the other co-workers". My boss does like to keep an appearance of fairness across the board. They do treat us pretty well and are overall fairly generous. However, they don't really like to do things out of the norm. I had to leave for a month unexpectedly at the beginning of this year when my stepfather passed away and I had to fly to be with my mother. They gave me a 2 days bereavement leave, 2 weeks emergency leave and 1.5 weeks paid vacation. All of which I was entitled to so while they had no hesitation letting me stack them (if they hadn't, I would have quit LOL), they didn't go above and beyond either. I had asked for an extra month's unpaid leave of absence (offering to still do all essential work unpaid remotely) but that was denied.
I really like my job. It's mostly stagnant and not a whole lot of room for advancement. But the work is interesting (mostly), the pay is reasonable, the environment is fun, my bosses are decent, and the work-life balance is good. I'm expecting to stay here until I FIRE (possibly up to 10 years more).