#1 yes, has to be Bob, dark raincoat and dark, slick hair.
#2 was caught by Cancellare near the corner under Haygood where the OP meets the fence, most would know his name, it never stuck with me, he went to the TSBD sometime after this and was another candidate for the "asking LHO for a phone" bit.
Haygood's call regarding the "this man's best guess it came from the Hertz building" comes at late 12:34pm, so he and Jackson may have already met before this gathering, if I'm correct, at all.