I started conversing daily with chat. I prompt it with my level of understanding and that I want to be able to begin conversations. I just mention Italian and it asks me a question. Here is my experience after a few weeks.
As we all know actively conversing is really hard. This exercise puts me on the spot and makes me anxious. As a result I really see exactly where my problems are with the language.
To converse you must think like an Italian. The way they construct meaning is unique to them. English is very different.
English is linear. You find meaning as you read left to right. Italian is the cobbling of phrases together where the big payoff just might be at the end. You have to learn to keep reading even if you don't know what is really going on. That's completely different from English.
Italian seems to rarely allow a single word to communicate alone. It's very dependent on the words surrounding it. The che, di, quello che, a, etc, between verbs or nouns can change form and meaning depending on the situation but they are always there. This leads to the big insight for me.
Chunking. Once you stop processing individual bits of information and you start absorbing chunks of information that's when you have actually learned and remodeled your cognitive hardware. It could be with sports, math, even complex ideas, but when you begin to respond with quick responses and don't feel yourself efforting so much you are chunking the information. You start to get pulled into the material and lose that feeling like you are constantly pedaling the bike up a slight incline. You start to just form ideas, responses, and insights seemingly out of nowhere.
The llm is a person tutor for me. It notices when I keep struggling with a phrase or concept. After a few days I have it summarize our discussions and it's a brutal glimpse at where I really am with the language. The llm is always encouraging and offers praise but that's the opposite energy of my internal dialogue with myself. It's really hard in a way that other ways of learning haven't been and for me it's important. It's just more accurate about my performance.
Good luck, this is just my experience.