As I Ratant said, reels are tricky, and you need to control all of the variables.
One is to ensure that the force is known, or at least the same in each test, otherwise you will be comparing apples and pears, while the slow static case ignore the dynamic effects.
A full reel will be hard to make roll towards the hand - without adequate friction it will slid, but will generally roll away if does not slide.
Two things have changed from the 2:1 reel. The gearing has all but gone, and the mass distribution has changed. A wheel has both linear and angular momentum and so KE for both. The ratio of the two is important.
The angular part depends on the moment, which depends on where the mass is. The same mass as a hoop around the circumference, like a tube, will have a larger moment than if the same mass is near the centre. The velocity is lower near the center. All those things and friction, make for all sorts of behavior, force and acceleration.
But it's easy to see that the average will always be the same as the hand
once acceleration stops, or is
averaged out over time.
Take a long runway and pull a reel. If it is going twice the speed as you, it will eventually overtake you. It may pass by at greater than twice the speed, but that is another story, but it will pass by, and then you can't pull it.
You don't want to
brake it, so you must let the thread pass through your hand. The reel steams ahead, but slows dues to friction, you catch up with it, and pull it again.
Do that a few times and you will find that the reels is always close by.