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Best Headphone system under $1000???

Hi all,
I've been a 2 channel audiophile for 30+ years, and I'm ready to liquidate the big system and simplify.
I'm interested in finding a really nice set of headphones and a headphone amp, to pair with my DAC and MacBook based Tidal streaming source.

Interested in staying within the $1000 range (or under) for headphones and a dedicated headphone amp/preamp.
As far as tastes go, I prefer a "musical sound" to the more hyper detailed hifi/neutral sound. I enjoy jazz, funk and R&B, classic rock, and some classical, so I'm hoping for a headphone system that is slightly warm and has good soundstaging.

For reference, my big system has Vandersteen 2CE Sig 2s, Odyssey Kismet amp, and a nice 6SN7 tube preamp from JE Labs. I like the full, colorful, dynamic sound of this rig and hope I can replicate it in a headphone set up. 

Any recommendations would be very much appreciated!
Thanks!
Lincoln
lincnabby
lincnabby OP
57 posts
 
I’m now in a bit of a conundrum. I’ll be getting the Focal Elex cans soon, and also have the Senn HD6XX. Wondering if I should just be frugal and get the JDS Labs Atom amp for starters to listen to both?
Since I don’t have the Elex yet, I’m not certain, but imagine they’ll be the ones I keep. I like the liquid sound of tubes and have a tube based DAC. Do you think the Atom and Elex with tube DAC will suffice?
Ultimatley, I know my ears will be the final judge. Still more opinions are welcomed. 
lincnabby OP
57 posts
 
Also- it sounds like the BH Crack might not match well with the more efficient Elex. Does that sound correct? 
I’m such a newbie to head-fi...
bstatmeister
537 posts
 
I would get the JDS labs first and call it good unless you can think of a reason to get something different. It should drive both headphones fantastically.
headphonedreams
529 posts
 
You can get more ideas from reddit
https://www.reddit.com/r/headphones

If you want to try more headphones I recommend Beyer Dynamics. Dt1990 is said to be very good and details. I have the Amiron Home which are a bit softer. They are both probably better than your HD6xx but not as good as the Elex.
billion
5 posts
 
I was able to buy Cary HH-1 and Sennheiser HD 700 for less than $1,000 in total, each new from manufacturer just by keeping an eye out and jumping when the opportunity arose. Cary had a flash sale on the HH-1 for Christmas 2017...

I am quite impressed with the combination. When they died, I replaced the stock Electro-Harmonix 6922EH with Genalex -Gold Lion E88CC/6922 for marginal improvement in tonal qualities.

Most people find these Sennheisers too bright, but this amp curbs that in just the right way. The sound is lively, tight bass, revealing and seemingly neutral while still having that tubey je ne sais quoi. 
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