It's also a fallacy that the optimum moment to cross is never the first opportunity.
I'm not sure why people treat the getting the ball in the box thing as if one way or the other is an absolute answer, it's about balance and mixing it up a bit to avoid being predictable. We have players who can pass in neat tiny triangles with brilliant movement, and can often find the perfect moment to slip in a pass that leads to a shot at goal, but there are times when that doesn't really get anywhere, with the opposition just happy for the time to get everyone back their own box and just let us aimlessly knock it about around the edges with no killer pass.
The games where we've struggled to break teams down have often become a little predictable and easy for the opposition who just know we're going to try to pass them to death and never try an early ball. In the second half of last season when JOC stopped going forward as much, part of the reason why Stevens was so poor was that he always did the exact same thing, either wait for JOC to overlap, or pass it inside to Fleck of Duffy. With the overlap gone, he just played simple predictable passes inside. This season when Stevens has been very good, he still looks for the overlap, he still looks for Fleck and Duffy, but he also looks for other options, including whipping it in early himself, or using the other players as a dummy to put in a ball later.
Sometimes we are guilty of slowing play down too much that it does become fannying about, but always lumping it in at the first opportunity isn't the answer, it's about finding the right ball and if that happens to be the first ball, then that's fine.