I thought there was a way to plot a boolean (true/false) indication based on whether a condition was met so that one could easily view is relative performace over time.  But when recently trying to do this, I was unable to find a way.  Am I just mistaken that this could be done or am I missing something?

Yes, you can put a Boolean formula into a "Custom PCF % True Indicator" and it will spike when the condition is True.  You can add it to your chart from the Add Indicator or Add Plot to Chart button. 

Or, as a shortcut, just press the / key and then start typing the name of the indicator to filter the list.