This will prolly sound contradictory.
I'd say work on the rambling. Try to stay more focused on what you're talking about at the moment. Try to be more 'concise' maybe...
On the other hand, I really like that you just have some questions, or a general topic, and then let the conversation go where it will. I think it's more interesting to listen to when the conversation develops into unexpected or unplanned things.
Glad you decided to start up again.
-TexasTim-