Here is a picture of the design; ours will also have only one chassis (for both power supply and pre-amp):

Let us look at the schematic:

So design is simple and effective: voltage amplifier dc connected to a cathode follower and out to you headphone.
Power Supply: here we follow Ying Mingyao's idea of a tube rectifier, with the associated capacitor value changes

It all seems simple, so what is standing in our way?
Have a look at the specified parts values for the circuit:
PARTS LIST (AMPLIFIER)
P1 - Potentiometer 100 k logarithmic stereo (ALPS RK-27112)
R1 - 1M ohms, 1 Watt carbon resistor
R2 - 33 ohms, 0.5 Watt metal film resistor
R3 - 47K ohms, 1 Watt carbon resistor
R4 - 820 ohms, 1 Watt carbon resistor
R5 - 4k7 ohms, 5 Watt wire-wound resistor
R6 - 3k3 ohms, 10 Watt wire-wound resistor
R7 - 10k ohms, 0.5 Watt carbon resistor
C1,C2 - 220 uF, 400 V electrolytic capacitor (Nichicon) C3 - 220 uF, 100 V electrolytic capacitor (Nichicon)
C4 - 0.22 uF, 250 V MKT (DDR stock)
V1 - E88CC (Brimar)
V2 - 6AS7G (RCA)
Please note:
C1, R5 and C2 are shared by both channels.
PARTS LIST (POWER SUPPLY):
L1 - Inductor 10 H, 90 mA, 270 Ohm
GZ37 rectifier
C1 4-8uF 400V
We'll do a redesign of the power supply and then proceed to do layout.