After it was made clear that neither Carol nor Ezekiel wanted Henry to have a gun, the imp went ahead and secured himself one, aiming to visit the pen of Saviors for an after-hours execution.
I’ll start by saying I understand Henry doesn’t really have a life in this world, and that his brother Benjamin was everything to him, which means avenging that death is the kid’s entire narrative.
However, his way of going about it went completely against logic and order, so there can only be a minimal amount of sympathy mustered up in the aftermath of his foolish actions.
But instead of handling things from outside the enclosure, where he could very easily aim at and shoot anyone through the many, many gaps, Henry unlocked it and went inside, where he expectedly failed to provoke any confessions. Ugh.