Ideally, a headline would be an invitation to conversation. I'd say, hey, here's a thought, and I'd be able to listen. I'm not crazy about "comments" – I don't think every conversation should be public, even though I'm prepared to start a conversation in public. Many responses are things I should listen to without the condition it be ready for publication. It's also not a very good way to solicit follow-up.
Maybe I should put an "continue" mailto: link at the end of the articles, one that would let you send me an email with a subject line that helps me regain the context time might take away. This isn't a terrible idea – but I'm a little concerned about spam. I'll see what I can do. [edit: I've now done this, you'll see it below.]
But this is one of those tricky things that requires audience participation. If you read this and have something to say, that really is why I write this. I want to hear from you. I might not be able to always respond (I don't want to waste your time with a content-less reply), but I'll do my best to read them.
I'm not even sure how to do this in real life. I could carry an Airport arrivals gate style sign, that just says something I'd like someone to talk with me about. You see a sign saying I'd like to learn more about shoes, and then you see my shoes, and you'll be convinced: the need is dire.
Of course, if you don't know anything about shoes, it's no less likely I'd like to talk to you. But I'd like you to have some invitation, because random conversations with strangers are some of the most interesting, even if (percentage-wise) they aren't as fruitful as conversations with friends I already know.
I think this blog is, perhaps, the perfect balance. I can write about literally hundreds of things (and already have), and you can just pick the prompt where you know more than me (there's got to be at least a couple by now, for just about anyone reading). Send me more context, or information, or well-seasoned gut judgments. Obviously, nothing will be made public without your express consent, but I'm sure any conversation can help me make my writing better. It's not like less conversation is the key to insight.
I'm also curious about who might be reading. Feel free to choose a random article you only had a small thought on to check in, and tell me how you heard about this site.