> 330-0-330 at 100ma, and I've been told produces plate voltage right around 350 VDC.
At full-load with a vacuum rectifier, maybe.
> the extra reservoir cap is in the circuit all of the time.
And when not loaded, approaching 466V. It wants to be something more than 450V rating.
> 6L6 power tubes would be BAD for that OT?
Why? The power output at the same B+ will be a wee bit more than a pair of 6V6 like the OT expected. Assuming the diode rectifier gives 420V under load, the 6L6es can be biased into the 22W Pdiss range (15W at 350V), 22W Pdiss in any modern "6L6" is fine. Power output will be in the 20W-25W zone, which won't hurt a "20W" OT. May give nasty bass, but for guitar, that may be good; anyway it isn't so-much over the rating that I would worry.
> more clean headroom.
350V to 420V is 1.2 times "louder". Can your drummer hit 1.2 times harder to keep up (keep ahead)? I think the "headroom" increase will not be significant.
To go for "6L6 POWER" you want much more B+ or a much lower impedance. 5F6a turf will be a similar 420V but *4K* loading (and double the supply current, and need for fix-bias to balance idle against full current).
> Neil Young supposedly puts 6L6s in his Tweed Deluxes.
Yes, and then it is micced-up through the megawatt house system. I suspect that at many large gigs, the Deluxe can hardly be heard two feet away. (Anyway, didn't you say CLEAN headroom? When Neil rarely plays clean, he's playing the Deluxe at 1 to 10 Watts where it IS a clean amp. OTOH he plays at extrapolated "40 Watts" with 25 of those Watts wild distortion, the poor Deluxe at the ragged edge of collapse.)