The engine gives off plenty of torque, but with the extremely high first gear that torque won't do crap, try starting a manual from a stop in 4th gear.. The engine will stall, that's just how it works, same deal with the China girl.
If you use a jackshaft you can just slip into first gear, I usually just give it a quarter of a turn shove with my legs, it's the literal embodiment of pedal assist lol... That minimal effort makes it very easy for the motor to catch up the drivetrain in first gear, at least with normal or 'common' first gear ratios, if you had a really large first gear then I would see the motor having virtually no trouble. Also I'm a large rider and use fat tires, the extra rolling resistance probably defined my motorized bike experience, I guess if you're as light as a feather then slipping into first is going to be significantly easier.
My sister, who would weigh something like 110 pounds if loaded down with a hundred pounds of sand, could slip into drive on a regular motorized bike easily, on mine she could definitely do it too, though never tested, apparently my bike was too big and scary for her (her words exactly) which is somewhat understandable for the previous experiment..
Doesn't a greasy pad squeel more than dry ones? I think a tiny bit of squeel is relatively normal, we are talking about dry clutches after all, I figure if it's constant for you overany engines it's probably just rider habit.
You can always make the rear gear bigger and loose top speed but reduce squeal more, again a tiny bit is kinda normal, it's the pads and plates that are ringing, the cage is not in constant rubbing friction with any parts, only being driven by the gear on the crankshaft and pushing the pads forward. The pads slip on the plate behind and in front and that is where the sound will come from. These bikes are loud enough that squeaky clutches are one of those backburner issues, as it has been for you for 9 years and only coming out now to mention it lol..