Following case:

Flexible Publish
    Conditional Action
        Run?: String match
            String1: ${Test1}
            String2: expected
        Action
            some action 1
            some action 2

In this case, string matching is evaluated each for some action 1 and some action 2.
The condition should be evaluated only one for the configuration as:

• It can be a problem if there is a condition with side-effects.
• Users can expect the condition will be evaluated only once as they configured that only once in the configuration page.
• Users can configure like this if they really want the condition evaluated for each time:

  Flexible Publish
      Conditional Action
          Run?: String match
              String1: ${Test1}
              String2: expected
          Action
              some action 1
      Conditional Action
          Run?: String match
              String1: ${Test1}
              String2: expected
          Action
              some action 2