Does yeshiva prepare us for life-after-yeshiva? Should it?

What preparation is necessary to leave yeshiva/kollel and start working?
What skills do yeshiva graduates say would be helpful?
What should a yeshiva consider as its goals and responsibilities towards it’s talmidim?
How do you decide on an occupation?
Should you study a trade or go straight into business?
What are the primary challenges we need to be ready for nowadays?