My neighbour currently gets most of his firewood off my place, in about the manner you describe; he comes over with a quad with a small trailer, heads to the trees or logs I have offered him, fells if needed, bucks to stove length, loads the quad, and takes em home one little trailer at a time.
He dumps it in a pile by the woodshed, and then some other day runs it all through an electric splitter while his wife stacks it neatly in the shed.
Your process going from quad-trailer to truck to home would have an extra handling step... I hate extra handling steps.
I think his process is a bit goofy as bucking to stove length right away multiplies the number of pieces needing moved. I prefer to move it in bigger chunks, as big as I can carry on a shoulder, so with alder 8ft is a nice length unless it starts getting up over a foot as the thick end.
Of course if you are cutting bigger trees this becomes pretty impractical! Some of the big dying fir at my parents place needed two of us with a ramp to get each stove-length round into the pickup...
I am only lugging it into piles to move with a tractor... but you could just as easily be carrying it a short distance to a quad trailer set up to move poles, or directly to the truck depending on how you deal with access at your woodlot.
I am about the only person I know without a quad, in my area. Whether you really need one will depend totally on how truck-friendly the woodlot ends up being.. I've dragged logs to the road with 100ft of cable hooked to the truck, but it's not ideal, a winch would be a better plan.
Is the quad gonna live at the woodlot, or do you need to have a way to lug it back and forth as well?