I am in Hong Kong presenting at a conference - and have enjoyed reading this thread. On a screen it is hard to judge what the print will look like. That being said - the easiest thing to do when one wants a B&W film 'look' -is to shoot film. personally I prefer the look of colour and B&W film for people shots and digital for everything else - ie I believe my eye prefers the less 'perfect' film emulsion look when a person is the subject matter.
This conclusion is based on my eyes preferences - these same based on decades of looking at photography printed - I am sure that younger people will have differentexperiences and therefore different preferences.
Too much focus on the perfection of teh digital file - which is a wonderful thing for many subject matters - can put off the eye from its traditional look preferences.
Just my thoughts - as a rule I think most B&W conversions are just chasing dreams as far as film look goes - compared to the real thing- film.