Why would it be a door way to doom, if that's the headphone one settles on? In my case, it was a very fun journey, learned a lot so gained lots of experience and the door way was actually a door way to sonic bliss. But yeah, you're right.. If you are a multi headphone person it's not the way to go. If you are a one headphone person - it's a great way to go.
Sorry to say, but the Master 11 is a compromise. The Master 7 has 8 DAC chips, the Master 11 only has 4. He stacks the DAC chips for a reason. I owned the Master 7 on two different occasions and I would take the Master 7 over the Master 11 any day. The Master 11 is not a Master 7.. Audio-gd does not fit under the world class umbrella, they fit more under the value umbrella - just like Schiit audio. There's way more stuff out there to consider them world class.
Yes, the HD800 is a real bargain at it's price point. However, it doesn't seem fair to say the HD800 + a $1K source + $1K for an amp is a world class system? Surely that system won't be considered world class. Then you give the 009s a DAC that cost $2.3K - why? Sure the amp will cost you more. However, for a would class system both the HD800 and the 009 will require an amp that cost more than $1K for sure. So the cost is really between the "cans"