Henry Higgins did not wait for Eliza Doolittle to ask for help. He simply kept correcting her until the problem was solved. This project takes the same approach.
Running on your own hardware, Higgins will interrupt you several times a day (over a messaging app of your choice) by sending a spontaneous conversational question in your target language. This is not some dry grammar exercise, but the kind of thing a curious and friendly stranger might actually ask at a dinner party. You respond when you can, and then Higgins will reply with a thumbs-up, or an improved version of your response, if one is necessary, and with errors clearly marked.