Maybe you asked the wrong question. It's not about double amping, it's about (unnecessary) additional amping. The signal from the line out is strong enough to drive almost every headphone, and the output impedance is as low as it gets. So what's there to be gained by adding an amplifier? It doesn't take an expert to realize that you can't make a signal more accurate than it already is, and it's a well-known fact (disputed just by very few) that every amp colors the sound, adds distortion of all kinds.
Also, the great
Rob Watts himself agrees with me (by giving me a reputation for the post you're referring to).
Here's one of his key statements (see particularly the last paragraphs).
Honestly, I don't always prefer the Hugo's headphone out for my (modified) HD 800 – sometimes I find the detour via «double amping» through the Corda Symphony more fun. It doesn't happen too often, though, and when I do so, I'm aware of the colorations responsible for the fun. Actually it's a pity that only very few Head-Fiers are ready for questioning the maxim «more fun is better»; most seem to seriously think their setups are more true to the original signal no matter how much components they stack – or they don't care for the original signal anyway. The money they spent provides additional conformation. Just one hint: Oftentimes the added amplification stage may indeed have a positive effect (beside the negatives) in that the chain benefits from the coloration's change of sonic balance. If you want to get that without the downsides in the form of signal corruption, I recommend sensitive equalizing. Or modifications on the «source» of the coloration, like the ones on my
HD 800.