The meaning of the little phrase “with benefits” sure does change drastically based on usage.
For example, take a “friend with benefits” and a “job with benefits.”
Now, a friend that provides the benefits a job might, could work well. It might be nice to have a friend that pays for all your health insurance, sends you on paid vacations and subsidizes your gym membership.
However, a job that provides the benefits a friend might, well, that’s probably just a creepy and weird job!