The phrase herding cats comes from the common saying that something involving coordination of many different groups or people is as difficult as herding cats. One of the commonly encountered uses of the term in technical fields is the phrase "Managing programmers is like herding cats" or "Managing engineers is like herding cats". In education it would be "Managing students is like herding cats". In reality, it would be "Managing cats is like herding cats." It refers to the individualism common in the stereotypical examples of programmers and domesticated cats. A similar phrase, allegedly of Irish origins, is "Minding mice at a crossroads".
The inevitable chaos that one experiences as a projects moves towards the end. The finish line is in sight, there's more loose ends than a 20 year old sweater, everyone is semi-confused and lunging from task to task, and it's an all out assault on the concept of patience.
We've definitely entered the herding cats phase of this project. No idea how we're going to get to completion, hopefully we receive a miracle before someone loses their shit.