LAppeal-
Going over your actions is something that we leave for paid consuting since we would need to look into each each to determine what is actually going on, but I will give you some general troubleshooting tips.
If you are not getting an error message from a Send Email action, it means 1 of 2 things, the email was sent (could still mean it never reached its destination) or the Send Email action was never reached.
When actions are within a condition or loop, we suggest adding a Show Message action with some simple text inside the condition or loop (Within a loop it will have to be followed by a stop processing all actions action), to make sure that the set of actions is actually reached. If the show message comes up you know that the condition or loop requirements were met, if not then the issue lies in the condition or loop and not in the actions within it.
-Michael