Good to know that the Wear-features are used
What do you mean by 'after some changes it will not show again'. Is the overlay displayed all the time or do you hide/show the overlay and at some point it just does not show up again? Maybe the overlay is also killed by Android when the watch is running low on resources.
Could you please turn on Debug log in the preferences of Automagic. When this problem happens the next time, could you please open menu->Manage->Log, Menu->Download Android Wear Log and send the log to me (menu->Send Log)?
There will be no additional features in version 1.28 since I want to release 1.28 as soon as possible, but I will certainly add more wear-features in 1.29 when I see that there's a demand for it. Feel free to post feature requests in the feature request forum.
I see that WatchMaker already lists Tasker integration so if they've actually used the regular plugin-interface for this, you should be able to use it with trigger/condition/action
Plugin from Automagic.