Australis13

It takes practice, but a good approach is not to go beyond a few sentences on a topic at a time. Give them a chance to change the direction of the conversation (which will happen if they are not interested) or ask follow-up questions (typically indicates that they are interested, although sometimes it may just be that they are being polite, in which case you’ll usually only get one or two before the other person moves on to something else). As one of the other comments says, it’s a dialogue, not a monologue - most of the time the other person isn’t engaging to get information from you but to connect with you (and yeah, that can be a really nebulous concept at times!). It’s really easy to infodump but most people don’t have the context or depth of knowledge to follow a deep dive on a subject.

This is one case where I think Windows is appropriately designed for its target audience.