SSIS Package hanging with two Constraints pointed at one Task: Can you have multiple constraints pointing to one Task?

In the example I pasted in the image, I have 5 Tasks. I don't think it's important what kind of Tasks I'm using--but I could be wrong, of course--because the main issue seems to be how the constraints (the arrows) flow. I have one flow that goes: Task 1, Task 2, Task 3, Task 4, Task 5. The other flow goes: Task 1, Task 2, Task 5. What I'm trying to do is: If Task 2 fails, skip Task 3 and 4 and go right to Task 5. If Task 2 succeeds, go ahead and run Tasks 3, 4, and 5. Unfortunately, when I debug the package, the package effectively hangs and never executes Task 5, regardless if the Task 2 Constraint is Success or Failure: Is there some design limitation where you cannot assign multiple constraints, pointing to the same Task? I'd rather not have boiler plate code, where Task 5 is created twice, one for each flow. Sure, in this example, it's only one Task. I could duplicate Task 5 and the package should run. But for scaling, it's woefully inefficient and a change management nightmare to create n number of duplicate Tasks, just to skip two Tasks. How can I make this work as the flow scales? Is it possible for a Task to have multiple constraints pointing at it and I'm just not setting something correctly? If not, what are my options? Could using a container help me out here? Thank you for your help in advance.