Wouldn´t know about BW really, I started doing color mostly more than 10 years ago.
On the other hand, I still do some BW conversions, from diverse sources as a small Canon point and shoot, scanned colour film - and digital files from my M8 or others. As far as I can see, a conversion where I choose the weighting of the channels comes out just as fine - and often better - than what I used to get in the darkroom. The only caveat, is that I was never very good in the darkroom - and never very interested. I did get very, very accurate on developing negatives though, but the content of the image was always my prime concern, not the form.
I guess the real difference lies in how much weight you give the technical parts of it - and I am sure that someone who really knows PS can get almost anything out of a high quality digital file. The same goes for analog, but perhaps more work would be involved?
I don´t really care myself - I just go on using digital and film alike, often doing both simultaneously. Like this September, we are hitting the road for France and Portugal - and I will bring digital kit + a Sinar 4x5.
The single thing that digital has changed for me, is really that I have gotten into MF and LF filmwise... I never really cared too much about the smooth look of MF, but then I got an M8! I really, really enjoy the files I get - and it has become my new standard. Even the Sony 900 with Zeiss glass has a hard time beating the M8 files I get with just CV glass. So, filmwise I feel MF and 4x5 matches my digital stuff better.
Perhaps I should get more into BW with the Sinar, I am sure that would give some results that would be hard to beat with most digital gear... Especially when it comes to DR. On the other hand, with scenes that do not move, there is HDR as a possibility! Horrible, horrible stuff to traditionalists and purists - but hey, it can give wonderful files if applied correctly!