You should listen to a chapter at least twice before you move on to the next one:
The final listen should be without assistance i.e. at a natural speed, without visual hints, experiencing the language as a continuous fluid narrative. To develop a good ear, it's important that you experience "listening like a native".
Before the final listen you need one or more listens to get familiar with the speakers' accents, and any unfamiliar vocabulary and usage. Take advantage of the assist mode and settings — the lightbulb icon — which allows you to slow down the audio, and choose which kinds of words to reveal automatically in the transcript.
We track the first two listens for you at the top of each chapter card, but many learners find they need three, four, or more iterations — it will vary from chapter to chapter — to get comfortable enough with the material for the final listen.