I've no idea how long this issue has persisted, this is the first setup I've tried to make in a while. I use images inside of overlap groups tiered in multiple stack groups to create app grids for organized app drawers, maybe all of that subgrouping is what causes this. Picking a regular image straight from my files seems to be fine. Occasionally picking an icon wilk work fine but how many attempts it takes to get it to work is too much work in itself, especially considering how many apps I have to set.