Then you actually start the task and realize how screwed you are.
And then your manager thinks you're an idiot because you said 10 days and it's 150 years later and required a treaty with Canada to resolve.
Every time I wrap up my quarterly planning, I'm always reminded of this and how futile it is to make ballpark suggestions when the only thing you have is a one or two sentence idea.
Great insight. And more generally, all language is an imprecise abstraction.
In the end, the loser was Wisconsin: Ohio got Toledo and Michigan got the UP.
Johnny Harris, who used to (still is? seems unclear) film the Vox series "Borders", did a video on it:
Basically, the border is largely the 49th parallel and some seemingly arbitrary lines on the East Coast and Alaska. But since they were done in the 18th/19th century without regard for existing settlements, it leads to some crazy enclaves and border towns:
-Point Roberts, WA 
-Piney Pinecreek Border Airport (K48Y) 
-Hyder, AK 
-Estcourt Station, ME 
-Derby Line, VT 
A good friend and his wife, who is Canadian, are really grateful for that loophole. They were able to meet their newborn niece recently because of that park, despite the border being closed.
It is nice that places like Peace Arch Park exist though.
So this gem of trivia provided quite a great procrastination.