Hey Paul, we are using:

Umbraco version 7.2.0 assembly: 1.0.5451.27165

with Courier 2.50.1

Installed hotfix: Umbraco.Courier.Hotfix.v2.50.4.187

Then Installed hotfix: Umbraco.Courier.Hotfix.v2.50.4.189

In both instances, "packaging your items hangs forever" on content right mouse click deploy.

CourierTraceLog.txt logs show nothing out of the ordinary that i can see:

2015-09-09 16:07:07,842 [16] INFO Umbraco.Courier.Core.TaskManager - [Thread 33] Added PackagingTask behind queue of : 0 2015-09-09 16:07:07,843 [16] INFO Umbraco.Courier.Core.BackgroundTaskRunner - [Thread 33] Task added Umbraco.Courier.Core.Tasks.PackagingTask 2015-09-09 16:07:07,843 [16] INFO Umbraco.Courier.Core.TaskManager - [Thread 19] Starting PackagingTask with id: 2b2671f2-6495-4927-889d-07691d5e5ce3 2015-09-09 16:07:07,849 [16] DEBUG Umbraco.Courier.RepositoryProviders.Local - [Thread 19] Opening session: 7da09669-f492-4fb6-a558-e3f474e5165d 2015-09-09 16:07:07,849 [16] DEBUG Umbraco.Courier.RepositoryProviders.CourierWebserviceRepositoryProvider - [Thread 19] Opening session to http://xxxxxxxx.com 2015-09-09 16:07:10,097 [16] DEBUG Umbraco.Courier.RepositoryProviders.Local - [Thread 19] Closing session: 7da09669-f492-4fb6-a558-e3f474e5165d 2015-09-09 16:07:10,102 [16] DEBUG Umbraco.Courier.RepositoryProviders.Local - [Thread 19] Closing session: 7da09669-f492-4fb6-a558-e3f474e5165d 2015-09-09 16:07:10,102 [16] DEBUG Umbraco.Courier.Core.EventManager - [Thread 19] Unloading (count: 0) 2015-09-09 16:07:10,102 [16] INFO Umbraco.Courier.Core.TaskManager - [Thread 19] Completed PackagingTask with id: 2b2671f2-6495-4927-889d-07691d5e5ce3

I upgraded to the hofix, becuase on the base 2.50.1 we were recieving this error during extraction:

NHibernate.AdoNet.TooManyRowsAffectedException: Batch update returned unexpected row count from update; actual row count: 2; expected: 1

We have spent DAYS trying to get this working correctly and it feels like we are chasing our tails... really appreciate anything you can do here.