I'm sorry you are experiencing this problem. Is this an HTML or a Silverlight app that you are testing? I will need some additional details about the failure in order to troubleshoot any problems you might be experiencing. See here
for what information to provide. If you feel that information is sensitive, you can submit a support ticket which is confidential, unlike this forum.
In the meantime, here are some things to try:
1. Usually when you're experiencing inconsistencies in test runs, the problem is related to timing issues. Please check this article
and see if this will help you resolve the first problem.
2. For the second problem you can try to set the SimulateRealTyping or SimulateRealUser properties to true in the Test Step Properties
All the best,
the Telerik team