When resolving an NSURL from a security scoped bookmark, if the user has renamed or moved that file or folder, the bookmark will be stale. Apple\'s document says this regarding
After a lot of disappointing testing I've come to the following conclusions. Though logical, they're disappointing since the resulting experience for users is far from ideal and a significant pain for developers depending on how far they're willing to go to help users re-establish references to bookmarked resources.
When I say "renew" below, I mean "generate a new bookmark to replace a stale bookmark using the URL resolved from the stale bookmark."
Renewal always works as long as the bookmarked resource is moved or renamed within a directory that your app already has permission to access. So, by default, it always works inside your application's container folder.
Renewal fails if a bookmarked resource is moved into a folder your application does not have permission to access. e.g. User drags a folder from your container folder to some folder outside the container folder. You will be able to resolve the URL, but not access nor renew the bookmark.
Renewal fails if a bookmarked resource lives in a folder your application doesn't have access to and is then renamed. This means a user can explicitly grant your application access to a resource, then inadvertently revoke that access just by renaming it.
Resolution fails if a resource is moved to another volume. Not sure if this is a limitation of bookmarks in general or just when used in a sandboxed application.
For issues 2 & 3 you're in a decent position as the developer since resolution of the bookmarked URL does work. You can at least lead the user by telling them exactly which resources they need to grant your app access to and where they are. The experience could be improved by having them select a folder that contains (directly or indirectly) all resources that you need to renew a bookmark for. This could even be the volume, which solves the problem completely if they're willing to give your application this much access.
For issue 4, resolution doesn't work at all. The user will have to relocate the file without any hints since you can't resolve the new location. One thing I've done in my current app that has reduced the pain of this issue is to add an extended attribute to any resource I store a bookmark for. Doing this at least lets me have the user choose a folder to search for previously associated resources.
Frustrating limitations, but bookmarks still win over storing static paths.