Highchart Annotation Connector

Question

Is it possible to either:

A) Force An Annotation with a Shape: "Callout" to always show the connector line

B) Change text box shape conditions for a connector

Answer 1

Change shape to connector, you can also style how the labels looks.

labelOptions: {
  shape: 'connector',
  align: 'right',
  justify: false,
  crop: true,
  style: {
    fontSize: '0.8em',
    textOutline: '1px white'
  }
},

Demo: https://jsfiddle.net/BlackLabel/0617bh48/