I've had all the Hifimans up to the Arya and Audivina. The Ananda Stealth, Edition XS are both upgrades you'll notice, even the Sundara. It's down to if you want tuning like the 400i or a different sound profile. The one that's like a 400i on steroids with the most similar sound would be the HE6se. Powering then with a Sabaj A20h for $119 on Amazon with balanced cables that come with the he6se is a good way to do it.
The headband is the bar type, and the regular Ananda is by far the most comfortable. Whichever you get, that flat ski band style has even distribution and the bar kind causes pressure points for many people after half an hour.