<<snip original confusing stuff>>
So, let us proceed, knowing that you understand the simpler case of the barn and pole. , I will assume that you understand that it's the relativity of simultaneity that explains the apparent paradox. (If you don't, we may have to revisit this earlier problem, as it will then be obvious that we do not share the same understanding of it).
What's not obvious, though, is how relativity of simultaneity applies to the new problem. The short answer is that the relativity of simultaneity drastically changes our understanding of rigid bodies, rigid body mechanics, and rigid body motions in special relativity.
In Newtonian physics, rigid bodies have six degrees of freedom - three translational degrees of freedom, and three rotational degrees of freedom. In special relativity, there is no such thing as a rigid body, which is Orodruin's point in #5. We do have something called a Born-rigid body in special relativity, but it's not the same as a rigid body.
The reason a Born rigid body is not the same as a rigid body is that Born rigid bodies cannot change their state of rotation without violating the rigidity conditions.
So the short answer to your problem is that you are (apparently) incorrectly trying to apply techniques that used to work in Newtonian physics, techniques built upon rigid bodies, to a relativistic situation where rigid bodies no longer exist in exactly the same sense.
There are two routes one could take from this point. The easier route is to study what happens to something like a steel bar, which is not perfectly rigid. Because it's not perfectly rigid, steel bars can rotate just fine in special relativity - it's just that when they change their state of rotation, they must change their shape. They must deform. When we allow the bar to deform, there's no problem.
The point of Orodruin's #5 is that we can understand how the steel bar deforms when it goes over the hole in the floor with a bit of work. With just a litlte more work, we can come to the understanding that the speed of sound in the bar serves as a quantitative measure of it's rigidity, and have a nice neat answer that because the speed of sound in steel is about 5km/second, our notions of the steel bar remaining "rigid" as it goes over a hole in the floor start to become very poor approximations well before we reach relativistic velocities. If we study how a steel bar moving at 10 times the speed of sound in steel, 50km/secm, responds to the situation of going over a hole in the floor, using purely Newtonian methods, we will see that it's better to treat the bar as if it had no rigidity. With a bit of imagination, we can look for things with low speeds of sound. The low-speed-of-sound realm will give us some insight into the relativistic behavior as well - some of the details will change, but studying how a slinky drops
will give us a lot of insight into the low-speed-of-sound realm. Imagining a collection of slinky's going over the hole, each separate slinky representing one section on the bar, will give us better insight into it's behavior at 50km/sec than thinking of it as rigid.
The other route one could take is to study Born rigidity in more depth. This can be rather interesting, but it may not answer your original question, because in the end we'll come to the conclusion that Born rigid objects don't change their state of rotation.