In that sketch the requirement is as soon as clear of the F/V to have own ship show the CBDR ship a red running light. But that concept has no meaning to many inexperienced deck officers. They instead perceive the situation in terms of numbers; bearing, range, minimum required CPA, TCPA etc. Makes the workload higher then waiting till abeam the F/V then simply pointing own ship’s bow at the stern of the other vessel.
Once the new deck officer become as confident in their visual skill as they are in their ARPA skills their mindset changes and there will be a big boost in their overall confidence.
It’s not the fault of the junior OOW, it’s how they are trained and then how they are treated in the wheelhouse early in their career.
Edit: The OOW also has to be comfortable making turns with helm commands rather giving the helmsman courses.