Instead of requiring a vertical line down the cylinder’s surface, now any helix down the surface is allowed. An example of such a helix passing through all three gaps is shown below.
What is the probability that there exists at least one such helix that can pass through each ring’s gap?
Again, let's assume that we have cylinder with radius one, that the broken rings are embedded within the planes $z=2,$ $z=1$ and $z=0$ and finally that the gap on the ring at $z=2$ is from $\theta \in [0, \pi / 4],$ while the gaps at $z=1$ and $z=0$ are from $\theta \in [\alpha, \alpha+\pi/4]$ and $\theta \in [\beta, \beta + \pi / 4]$ for some $\alpha, \beta \sim U(0,2\pi),$ respectively. Here again we will play a little fast and loose with notation and say that $[\psi_1, \psi_2] \subseteq [0,2\pi]$ should mean the set $[0, \psi_2 - 2\pi] \cup [\psi_1, 2\pi]$ in the case that $\psi_1 \lt 2\pi \lt \psi_2.$
We also see that the helical path from any point $(2, \theta_2)$ to $(1, \theta_1)$ for any $\theta_1, \theta_2 \in [0,2\pi)$ is given by $z(t) = 2-t,$ $\theta(t) = \theta_2 + t(\theta_1 - \theta_2).$ All we need to do is understand where this helical path will hit the plane $z = 0,$ in this case at $\theta(2) = 2 \theta_1 - \theta_2.$ Since any helical path that gets through the upper and middle gaps will have $\theta_2 \in [0, \pi/4]$ and $\theta_1 \in [\alpha, \alpha + \pi/4],$ we see that $\theta_0 = \theta(2) = 2 \theta_1 - \theta_2 \in [2 \alpha - \pi/4, 2 \alpha + \pi/2].$ See the figure below, for instance for the choice of $\alpha = 4.613846199712232.$
So in order to fit through all of the gaps, then we would need to have $$[\beta, \beta + \pi/4] \cap [2 \alpha - \pi/4, 2 \alpha + \pi/2 ] \ne \emptyset,$$ that is, we would need to have $\beta \in [ 2 \alpha - \pi/2, 2\alpha + \pi/2].$ Therefore, the conditional probability of there being a helical path conditional on choice of $\alpha$ is $$p(\alpha) = \mathbb{P} \{ \beta \in [ 2 \alpha - \pi/2, 2 \alpha + \pi/2 ] \mid \alpha \} = \frac{\pi}{2\pi} \equiv \frac{1}{2}.$$ Therefore, the probability of there being at least one such helix that can pass through each of the gaps is $p = \int_0^{2\pi} p(\alpha) \,d\alpha = \frac{1}{2}.$


