Dude, please take the time to head to a dealer and hook up your TT2 to listen. I feel like I've been on this journey with you for a few months and it is quite something. I'm only concerned that you may not find what you are looking for direct-driving speakers with your TT2 and are going down another rabbit hole. Sorry for interjecting.
I own and love B&W speakers, but they are not at their best being driven by low powered amps--B&W tunes their speakers with 1megawatt Rotel amps (joke). They are certainly not the least sensitive speakers, I've driven with 18 watt amps before, but if I were buying a set of speakers with the intention of driving them with a TT2, I would also look elsewhere and demo like crazy (Harbeth, Devore come to mind, but I'd seriously research some without a crossover). I know Rob Watts drives B&Ws but I question if that was a premeditated combination. They recommend a minimum of 30watts on all of their speakers.
The wait over here in the US has me wavering on the TT2. Not because I'm impatient or don't think it will knock my socks off, more that it has given me time to think. Though I had a few usability issues with the H2, I still very much liked it. SQ is off the charts. But what is even more important is the way I used it. I don't really sit in one place to listen to headphones. I like to move around the house, the sofa, bed, office, etc. I have an expensive balanced amp at my desk and I barely use it over the portability of mojo alone. The H2 upgraded this entire experience, no matter where I was or what I was doing (anywhere in the house via headphones or in the living room acting as a preamp direct into the power amp of my integrated). It also crossed the threshold for me where the amp on my desk was taking away more than it added (I think).
My point is, I don't want to end up a few months in, honeymoon over, and I'm only listening to the TT2 like 10% of the time while the rest of the time I spend on my mojo. The H2, while being cheaper and not as good, may be a much bigger upgrade for me, since it will impact 100% of my in-home listening. I'm not the type that is going to put up with connecting/disconnecting multiple times per day and carrying around a much larger device with large headphones and a large battery pack. I'm already close to 2-tripping when I have a beverage in hand.
I do a lot of speaker listening, but I have a nice Rega Elicit-R. I really question how much of I difference I'll hear in that system between H2 and TT2. The TT2 is a bit pricy to end up relegated to my living room dac with little-to-no headphone use. A normal evening for me is an LP or two and a few hours of digital, so swapping speaker cables to direct-drive with a TT2 is going to get old fast.
Maybe I'll cancel and take a step back until some more impressions come in or until after Canjam in NYC, so I can listen and make a more informed decision. Really appreciate all the impressions to date.