The biggest ones I have found is that when there are multiple people flying from the same airport, it won't redo the math to try to find a better location.
Also it is more fuel efficient for just one to fly than two when there are only two people.
Yeah, I saw this too. I started by choosing three locations in Russia, which put the meeting point somewhere in the middle of Russia. Then I added 10-15 departures in Europe. Realistically, the meeting point should be somewhere in Europe/Eastern Europe at that point, as there is only three departures from Russia. But the meeting point remained in middle/center Russia.