System Information
Operating system: Windows 10
Graphics card: Nvidia GTX 1070

Blender Version
Broken:
2.80, a0f2923fd821, blender2.7, 2019-03-08
Worked: Not sure that this ever worked, it has been broken since 2.79

Short description of error
When using the bool tool to add boolean modifiers, the actions are not pushed onto the undo stack. If you Ctrl-Z after using a Bool Tool shortcut like Ctrl-[numpad -], it reverts the last change before you called the Bool Tool shortcut. Pressing Ctrl-Shift-Z does not add the boolean modifer back, it just brings you back to immediately before you used the Bool Tool shortcut. Bool Tool actions also do not show in the Undo History.

I would expect Bool Tool to interact with the undo stack just like any other action.