Rev up your optimistic ratings, I have a personal Hy head-canon.
One detail stood out to me - Hy winked at Kirby after Kirby verified that Pocket_Sand had gone home. That made no sense to me. Then I thought, "why on earth would someone take amused glee at a missing piece of "vital" witness evidence, while working on this case for no monetary gain?"
Has anyone gone over the idea that maybe Hy knows Len is fucking crazy and is willing to donate his time and effort to sink this court case so Len goes to jail? Saul confirmed that his actions are fucking insane, someone who was a lawyer for decades ought to know how a court proceedings goes even if it's not in his specified area of expertise.
What if, instead of Hy being senile/believing Len's obvious bullshit, he is a lolcow observer like us? And is making this court case an absolute farce doing whatever Len wants him to, so Len trusts him more, and the judge gets sick of the bullshit and will likely move against any lenience that may have once been shown.
Hy no doubt has read this thread, has seen all our evidence calling out Len's bullshit over and over, and he would have also seen how crazy effective it is to pretend to be on Len's side, because Len believes it immediately...
Perhaps this is one man just trying to do one last good thing for the community.