In Gmail, one of the features that can frustrate people who have moved from Outlook, is conversation mode. Conversation mode is designed to keep all messages grouped together so the inbox is less cluttered, and does take a bit of getting used to.
One of the great things about the Google world is you can plug things into G Suite to give it extra features. These are called ‘add-ons’ or ‘extensions’.
If you try installing Gmail reverse conversation, it will place the last message at the top of conversation view. Give it a go!