Don't bother pointing it at that empty 5/9/10 intersection - someone will occupy it for sure.
You need to point these towards where you would like to build your next settlement. This will nearly always be towards the outside of the board. Don't bother pointing it at that empty 5/9/10 intersection - someone will occupy it for sure. That 4/9 port? Perfect. Road placement is all about second-guessing your opponents: you basically want to point your road at the ( n +1)th best position left on the board where n = the number of settlement placements left. This is tough on round 1 of placements for obvious reasons, but gets easier as further placements are made and if you go first/last it should be a big part of your settlement placement strategy, too - your second placement should be in a decent spot that also allows you to point towards another decent spot AND hopefully inconveniences someone else.