Unable to add new places tags

I am 4 days in to using the free trial verison of Elements Organizer 2020.  I cannot find a pattern but more often than not I cannot add a new Places Tag.  I do a search for the addresses and it marks it on the map.  A hit the check mark next to the flag and click Done in the map window and the tag does not appear in the list.  I have found that if I delete a place it will usually let me add another one but then stops...like there is a limit but not always.

For instance, and totally made up examples, if I wanted to add several locations in Orlando Florida, it might let me add Universal Studios, and Sea World but not a third location.  If I delete Sea World then it will let me add International Drive but then I can't add Sea World.  Then I go to New York, I can add the Empire State Building, Times Square and the Statue of Liberty but that's it.  Then I try to add Chicago, and it won't do any locations there.

So it's not limiting me in the hierarchy to XX locations per country, state or city, it's just kind of randomly decides that I can't add any more locations at a certain level.  Is this some general limitation of the demo or am I doing something wrong?   I don't want to buy it unless I can get this feature to work.