@sadlerjw You've certainly found a few of the remaining pain points within the broader community and specifically with WordPress. There are obviously some UI bits like properly threaded conversations across multiple syndicated silos that could be better. I've written a tad about how threaded comments work between sites using WordPress, though didn't touch on the idea of doing so also using Twitter or micro.blog: http:/
Ideally in the end, everything would support Webmention and needing to syndicate to outside services would be somewhat moot.
As long as the conversation for something on micro.blog starts on your own site, the replies that occur there will generally flow back to your site via Webmention, but sadly one needs to use some manual chicanery to get a similar back and forth effect with other services like Twitter.
I suspect that in the coming months/year(s) things on this end will improve as the community marches forward.
Either way, congratulations on what you've done with you're site! Hope to see you around either via reader or micro.blog.