In case I didn't make it obvious, Mr. Black is operating alone. You can assume he discretely gives everyone information he learns (because it makes it easier for others to follow up on stuff as a group. I'll use Message if it's more subtle.)
That's what I meant in the earlier OOC post that "we should spread out". Besides covering more ground if we spread out, I think it works best if people don't know we're a team. I mean, if we're all asking the same questions independently, someone might put 2 and 2 together.
His whole point of handing out food was to be able to talk to people as he served them and have a natural way to probe people without it being too conspicuous.
With Luke also doing his own thing now, I kind of imagined that Wawaate and the druid pairing up. I may be imagining things wrong though.