To keep it short, I have a manager that is very nit-picky about when and how long I take my vacation time. My vacation time at my company works on an accrual basis, so I earn X amount of days per year that I must use by the end of the year, or they will be lost.
A few times now (not all), I've put in requests which leads my manager to having a conversation with me telling me "no". I put these requests with a reasonable timeline that they could be responded too, at least 2 weeks, and upwards of a few months. There isn't a very good reason why I can't take off, other than "the company is trying to meet deadlines, and we need you here to work". Here's the problem, I know what deadlines the company is under, and I have work around these deadlines yes, but there are no specific deadline dates within my requested time off, nor will my absence during these days prevent me from meeting the actual deadlines. In other words, I have plenty of time to do my work before the real deadline.
I think the real reason for his hesitancy is that his manager has given him grief before about letting too many people take time off during critical periods of work/deadlines. He has said this on a number of times as his reasoning.
How can I convince my manager to approve my time off requests, where I feel I can take this time without affecting company deadlines?