[mitchdoogle]

I think the context here is that if a company advertises perks like unlimited vacation, and remote work, then you want to see that employees who take advantage of the perks are not at a disadvantage when it comes to the work they do or advancement in the company. If company leadership is taking frequent vacations and working from home often, it's a better sign that you won't be disadvantaged for doing that than if the company leadership was always working and always in the office.

My first question after someone mentions unlimited vacation is "how much vacation did the boss use last year?". If it's less than 4 weeks, I would view that company as being dishonest about their vacation policy.

The same thing applies to the number of hours worked. I value work-life balance and so if my boss is working 60 hours a week, I will know that company is not for me, because the boss would view me and my insistence on working 40 hours or less as uncommitted to company goals.