I notice you are missing all the Cliff tools (but seem to have the others). These are not part of the original style, but added by the City Cliffs annual issue from the 2020 annual. This would indicate that your template is still an old version without these fills defined.

Try to re-download the latest version of the 2020 annual installer, and re-install it. (If you don't own the 2020 annual, you are not supposed to have these cliff tools, if so, the tools themselves may have been added by an error)

No worries. In general, I would encourage people to use the like button as much as possible. That's how people see that others appreciate what they posted. (A nice post is even better, but I know it isn't always easy to have something to say about every map even if you liked it, so the like button is a nice alternative.)

Nice. I think your hills came out pretty well.

Some default may not be appropriate when running it on a different user than the one who installed it, but CC3+ does remember the last directory used, so once you save your map in a proper location, CC3+ should remember that for the next time. I am guessing that it probably default to the installation directory, where a normal user won't have write access.

Your point 1 is of outmost importance. Always have an idea for what you want to make. Just a rough idea with a few concepts is good enough, but never just "start a dungeon". Have a little thought about your desired layout, or perhaps a central feature you want to develop the dungeon around, or something....