Have the issues related to https://www.telerik.com/forums/scheduled-test-list-not-running-the-latest been resolved? I am experiencing similar issues and not certain whether they are related or new problems.
As a proof of concept, I built a simple test to enter some text into a search field and then click a search button. Let's call the test "myapp_search". I then duplicated the test 3 times, so I now have "myapp_search", "myapp_search (1)", "myapp_search (2)", and "myapp_search (3)". Then I created a dynamic test list to include all tests with a name containing "myapp" and "search". The dynamic list successfully ran all 4 tests both locally and remotely. After the test list ran successfully, I deleted the 3 duplicate tests, renamed the original test to something that does not match the dynamic list's rules, created more extensive tests that use the "myapp_search" as a test as step and fit into the same dynamic test list, and ran the test list again. Running the list locally runs the tests I would expect, but running the list remotely runs "myapp_search (1)", "myapp_search (2)", and "myapp_search (3)" despite the tests being deleted from the project. Note that this project is not in version control.
Using Test Studio 2018.1.418.0