Ok, so here's the situation . . .
I created a workflow for a specific catalog item that is WAAAAAY too complicated. Honestly, its ridiculous. But it works. Actually, it almost works.
The flow works very nicely except for the fact that users are not receiving task notifications in the following scenario.
1. Customer opens request
2. User A completes first task (Task 1) , which then generates three other tasks (Task 2, Task 3, Task 4). All new tasks have a designated assignment group but not an Assigned to user.