Why do I need to press “Reinitialize from Source” multiple times before the variables in the workspace are actually updated?

When I have my Model Workspace Data Source set to Matlab File or Matlab Code, I am finding that I need to press “Reinitialize from Source” multiple times before the variables in the workspace are actually updated to reflect the changes I made in the initialization script. Often I have to open the Variable Editor and check that the elements of the struct have actually changed. Two questions:

1. Why am I needing to press Reinitialize multiple times (currently running R2016a)?
2. The work flow for examining a struct field using the Variable Editor is highly inefficient (many button clicks, and then the editor closes as soon as you click away). Is there a way to enable a tree view of struct contents in the Workspace view in Model Explorer without having to open the Variable Editor every time you want to look inside the struct?

Thanks