[dvo]

I've been the beneficiary of vacation payouts somewhat regularly, which were in addition to bonuses paid based on overtime hours. I was also able to take advantage of a significant chunk of vacation I had built up when I left my previous company to help fund starting a new company.

In my case, I would probably not benefit dollar for dollar from an unlimited vacation policy. I would either take less vacation or not benefit from the payouts. That's not to say that unlimited vacation is a bad policy. It might be a great policy, and I'm sure it depends on the details of how it is implemented and the culture of the company where it is implemented; however, it is certainly possible that the practical outcome is more of a net benefit for the company rather than the employees.

Since many startups these days are advertising unlimited vacation, I'd love to hear from both founders and employees about some of the practical ways in which this policy plays out.