Sony has a "Signature" system of a matched headphone amp/headphones/audio player that is banging. It isn't cheap but certainly not crazy either. It is a system you can listen to without fatigue and has a ton of features. I would get the amp and the over ear headphones. Whether or not you want to get the player depends on what you have now. I use the headphone amp as a DAC as well, it is fantastic in this role and much less $$ then other flagship dacs that don't have all of the additional features.Here is a link to the Sony Signature Series review on youtube:
Need to build a headphone system
I'm looking for advice. I need a headphone system for an apartment. I am overwhelmed both by the variety of headphones and amps out there and the difficulty of auditioning them. My budget is about 8.5K for amp and cans. I listen to lots of chamber music, solo instrumental and other small group stuff, so I appreciate detail and responsiveness. But I shy away from analytic - my main system amp has beautiful glowing tubes. Although I stream a lot, I also listen to a lot of vinyl. I wear oticon behind the ear hearing aids. Music sounds noticeably darker and less detailed when I take them out. So certainly not in-ear! Any expertise on listening with aids is greatly appreciated.