Not to mention, just about every position in an early startup is mission critical. I'd say 3 weeks off would be fine in the company I work at, but I'd be expect

Not to mention, just about every position in an early startup is mission critical. I'd say 3 weeks off would be fine in the company I work at, but I'd be expected to be contactable and available if an emergency happened. We're about 5 years in though. The first few years, I really couldn't take vacation other than a 3-4 day weekend here and there.