In or out, so far unless I am facing a downhiller, I go with whatever it is. Now I have adopted my own rule, if it is out, I putt
And finish up, if the next guy wants the flag in, then I tell him to put it in, not my job to be your caddie. Of course if I am the last to putt I will put the flag in before leaving the green. With only a dozen or so rounds this year, more often than not everyone wants it different from the way it is. This not speeding play up at least with the one group I am playing with.
I am sure if told enough to put the flag in, they will decide to putt with it as is.
I am thinking for those who want it in, putt first, then pull it and others can putt. That would speed things up. Jmo.