Personally (and not everyone will agree), when I think of headphones for music production, I think of a tuning that will be very frank about revealing any harshness or flaws in a recording. Neumann is very "Frank" indeed, if you'll excuse the pun! Honestly, I only had a short demo with the Neumann at two trade shows... from memory, it was a very even-handed headphone, without hype, so once you're used to that it should be obvious if something is suddenly sticking out in one recording.
But everyone has their own style... I'm good friends with a guitarist and songwriter, who told me they used super-reference, highly revealing gear in production (in the studio, they mostly cared about something durable with good isolation), but then after "fixing it," the best engineers would take the recordings out to familiar listening systems, like a car radio or their "listen for pleasure" headphones and speakers. The thought process was that the music still had to sound "right" on a system a customer was most likely to use.
To that effect, it might be good to keep the Neumann, and maybe add an HD 660 S (which I personally really like, but you can pick whatever floats your boat!) for the sake of contrast. And with regards to your headband discomfort, I should pass that comment up the chain... but I'm going to put on my Dekoni hat real quick (even though they don't pay me to do this), and suggest that adding Dekoni Nuggets for a bit of extra padding might help. My hair has become quite thin these days, so I really appreciate the nuggets on my Fostex TH-X0 and TH-X00 Purpleheart.
It's funny, sometimes the Dekoni Elite Velour have more bass than the sheepskin pads. I recommend looking at Dekoni's measurements thread on the Head-Fi sponsor's forum, or Dekoni's own product page, for an idea of the balance of frequencies. However, masking is something not usually able to be perceived on frequency curve graphs... the fenestrations are there specifically to "absorb" some of the frequencies that might mask others and cause a "muddiness" feeling. Dekoni's most popular selling HD 6## and HD 800 pads have been the Fenestrated Sheepskin, but that's not always the best choice for every headphone, and some people just really like particular options.
Here's Dekoni's international dealer's page, you should have a few options. I met Mark from ElectroMod, he's a really nice guy, and the other dealers were really enthusiastic to sell Dekoni:
https://dekoniaudio.com/international-dealers/