Best Headphone system under $1000???

Wow guys! I truly value all of your feedback! 
I’m definitely checking out all of the possibilities that are available on Massdrop. It seems like a great place for dipping my toe in the headfi pool. 
The Focal cans and the Sennheisers were two that I was looking at closely. 
James63- I especially appreciate your way of comparing different cans to speakers I’m familiar with. My initial impulse was to get Massdrop HD6xx and pair them with the Massdrop Cavalli CTH headphone tube amp. Has anyone heard this combo?
Net cost for above would be $550. 
However, the Elear and Elex has piqued my interest. Especially if I could drive them with my iPhone X when I want to be portable. 
I have a decent DAC already- MHDT Stockholm 2. 
Any further advice or suggestions is most welcome. 

I owned the HD650 and ran them off of a Benchmark DAC2 HDR which has a pretty high power class A amp in it. The combination was pretty boring and lacked dynamics. The lack of dynamics is the biggest issue for a speaker guy. No headphone gets it right. Just something that comes with the territory. I have not heard the mass drop amp. 

For me me personally I would take the Focals Elex on a mid priced amp over the HD650s (same as the HD6XX I believe). Some people run the hd650s on crazy expensive amps and they say it helps but it is just not for me. The focals get up and go even out of a phone (but need a better amp to pull out all the details and soundstage).

 I just use a chord mojo and phone these days for my headphones. Desk top stuff sounds better I guess but not as much as you would think. Just depends on if you listen to the details or the music...

Do NOT buy the focal Elear. It is terrible! Worst headphone I have ever owned. It has a 25db dip in the upper mids and is super bassy. I hated it when I owned it. Oddly the Focal Elex is just the Elear with pads from the focal clear more or less and it sounds totally different. It is like putting your speakers in a very bad room then moving to a very good room. 

I agree with the comparison between the Elex and the HD-6XX, but would not call the HD-6XX boring.  I guess one man's smooth and easy to listen to is another man's boring. The Elex is definitely better, but the HD-6XX is a lot of headphone for the money. What I like most about the HD-6XX is how light and comfortable they are.

Stax L300 Limited Edition would be my vote for under 1k with an energizer.

Big_greg

Agreed and good point. I think a lot of classical guys would appreciate the HD650/HD6XX and they are a steel. They were $350 10 years ago and they might even be cheaper now. I wish the same could be said about the speaker market prices...