Four-way re-amping is fine if you have almost limitless tracks available on which to place the five audio Regions.
Frank Falbo's suggestion is exactly what was requested. It should enable the directing of signals to multiple amplifiers. The output signals could be mixed directly to a single audio track on JOLLY's Roland VS recorder.
As for JOLLY's goal? I would guess immediacy. He comes across as a one-take, all the way through, kinda guy rather than a Becker/Fagen millisecond perfectionist. I visualise him, blending up a sound, hitting record and just winging it.