Now i've tried it. Seemed to work out fine. The headphone out is in the same ballpark as instrument level in the volume ranges i use here in my apartment. Biggest conclusion though was: Damn i missed my tube amp

So while the series thing was all good, the tube alone still sounds best. That distortion is hard to improve. Didn't like the Blues Driver before it much either. It just responds so dynamically. Maybe a solid state distortion in the effects loop could work. I should try the Rage 158 there too. Or simply running effects send into Rage 158 and using that one's speaker. But it seems the awesome tube power is all i really need for distortion.
Oh and to be fair, i should also try running them parallel like the guy said above.