I (think I) prefer the flag out on shorter putts, but in honesty, I’m not overly fussed if it’s easier to leave in. I played in a comp today and it was in and out depending on preference. Tried to get everyone who wanted it in to play first, but of course (quite rightly) there were times when they would prefer someone further on a similar line (who wanted it out) to go first and then they wanted it back in. I ended up just playing with it out or in depending what state it was in when it was my turn to putt. The hokey kokey was ridiculous and honestly, slightly irritating.