Inserting polyline vertices

Hi. I've experienced issues with inserting polyline vertices; the options "stretch" and "insert vertex" (shown in the pic) just disappears occasionally on some vertices while still being visible on others. At some point the options were shown as options to change the vertex object to box, dot, arrow etc. instead. My co-worker has had the same issue with the options disappearing every now and then, but has anyone solved it? Am I doing something that causes it or is it just a bug? And how am I able to see those vertex object options?