Tried and true recommendations: headphones, amp, source

So long story short - I’m trying to find my way back into hifi after a long bit of life experiences (see http://https//forum.audiogon.com/discussions/long-hiatus-from-audio-getting-back-into-it-speaker-room-help-please for context).

I think based on some thinking, I think I’d like to pursue a reasonably decent high(er) end headphone system for dedicated personal musical enjoyment.

My listening tastes are accoustical, strings, percussion, piano, vocals, jazz, some classical, and maybe a bit of light rock and roll.

Since I’m still learning exactly what I’d need, I’d appreciate folks sharing what they use in a dedicated headphone system. My preferences would be a tube amp, planar headphones, and a digital source/streaming (qobuz?) solution, and budget, lets say $2k? That’s flexible - but I’d like sort of mid-to-upper end gear in terms of accoustics and quality.

Thanks much, appreciate any guidance...