This is because pressure is only taken once at the very beginning of the
stroke if the stroke does not support changing radius while dragging
(see paint_supports_dynamic_size, sculpt_update_cache_variants,
sculpt_is_grab_tool).
A similar thing came up for radius (but was closed, see T56930: Brush size pressure setting broken), but I
think here (for pressure) it could actually make sense to support
sensitivity. Especially because you will never be able to get 1.0
strength when starting a stroke.