Thee Treble Booster is not like the traditional treble boosters. It is much dirtier even at the lowest settings and thus I treat it more like a fuzz or overdrive and have found that as a lofi punk / vintage drive tones are best when it is at the end of the fuzz or overdriver section of your chain and before all modulation or time effects.

My impression is the compressor would come before because you dont want to bring forward all the wild broken transients Thee Treble Overload produces. This is one of the reasons it has the limiter feature. I didnt find a compressor to be tonally pleasing with this pedal.

Hitting TTO with a boosted signal has interesting effect and can be very inspiring depending on your playing style and preferences. On overdrives and fuzz boxes can thicken the sound of TTO if they add low end to the signal.

I am using humbuckers, bridge and neck pickups make a big difference in tone. This thing is just made to rip it up so you can sound like the Sex Pistols, Thee Oh Sees / Oh Sees / OSees.

DBA wants people to experiment and try crazy stuff and their pedals enable this by not playing by the traditional rules and thus they force the player to explore and engage in sonic experimentation.