I use the Active Directory security realm and matrix based security. If I add an
Active Directory group where the user is an explicit member of, authorization
works correctly. However, if I add a grandparent group (user is member of a
group which is member of another group), the authorization fails. I have tried
this numerous times so far, and always double checked that my group names where
correctly filled in. It seems reproducible.

Hudson 1.283
Active Directory Plugin 1.8