Iphone -> Audioquest Dragonfly Red -> Hifiman Ananda

@soix  thank you for your response that is very helpful. The bass you described in the Arya is what I’m looking for. That helps me with my decision and as you say the prices have come down dramatically so the cost to step up to the Arya is negligible. 
I will be driving them with a Leben cs 300 XS.

@chrshanl37 it sounds like you’re headed towards the Arya from the Edition XS. I purchased the Capra Audio comfort strap for my Edition XS which has been a game changer for comfort - no more hot spot on the top of my head. If anything, link may be useful for other members considering the Edition XS. Best $20 I’ve spent in audio so far.

Yes I think I am however I’ll probably keep the Edition XS considering what they are going for on the used market and will look into the strap you suggested, Thank you for the recommendation.

@chrshanl37  The Arya Stealths are great, but if it’s at all possible I’d recommend stepping up to the Arya Organics that are actually close in performance to the HE1000SE, which is a big step up for only an extra $275 IMO.   Read the review of the Organics on stereonews.net if you haven’t, but if you can’t swing them I’m sure you’re gonna be really happy with the Stealths — I’ve got no itch to upgrade after 3.5 years.  Out of curiosity, what amp will you be driving them with?  I’m using a Singxer SA1 Class A amp and it’s a really great pairing.  

I have a Leben CS 300 XS in my second system that I also use for headphone listening. But I mostly listen to headphones when I travel for work and I have a Woo Audio Topaz for that. My apologies @carl292 I didn’t mean to hijack your thread. Thanks @soix for your suggestions much appreciated!