@Aravot 

Can you send a snapshot of how the Control with a Switch is configured?

@Aravot 

Thank you and to be clear these two smart actions are marked as active?  I ask because I have had customers who have setup multiple smart actions and assumed all were automaically active, but only 3 can be active.  

Just want to rule it out because of that. 

@Aravot 

Yes at this time, and since the feature was added Smart Actions is limited to 3 active at one time.  As you have seen several devices can be linked to a single smart action.  For example with the "Control with Smart Switch"  you can have several "action" devices when the a smart switch is triggered.  

With the Garage Test; The Outside Up and Outside Down, are these seperate switches or status of the same switch?  

@Aravot 

Okay so then the two HS210s are controlling the same lights?  My understanding is that only one HS210 is active when using both on the same lights.  This is because only one switch has constant power, whichever is the switch on the line side.  The other switch should not be on network and acts more or less as a dummy switch.  If both are one and the HS210 you have set to the smart action is the one that is acting as the "dummy" switch that could be the case.  Can you confrim if they are the same circuit?