I choose to see your personal anecdote with my own, if you’ll appreciate it as far as pleasant exchange will allow; the “unlimited vacation” model (or “Flexible PTO” whatever we want to call it) seems to be becoming less of a ‘hip start-up’ thing, as experienced in my last two jobs-and widely becoming a recruiting hook in even established enterprises: one was a boring as hell telecom provider introduced it a year before I departed, the other was an equally boring as hell real estate software vendor introduced it years before my arrival.

$currentEmployer is announcing with rolling it out next year, they themselves are a rather boring healthcare systems provider.

Maybe the difference lies in how the two of us define ‘hip start-up’, though.