Yes, I think you have to learn what each plant prefers. Unfortunately, that learning process may result in some plant death before the lessons sink in.
What's being left out in this discussion is a persons own schedule. I usually water in the late afternoon because it suits my schedule. Also, some plants prefer it because it gets too hot in the daytime and the moisture is available to the plant longer. It doesn't cool off a lot overnight, but it's cooler than days. Places that have cool nights might be different, but heat combined with low humidity and windy conditions cause things to dry out really fast. That's the norm here.
Yes, Tiffany, Ledebouria socialis will make seeds. Last year I had a pot hanging under the tree and thought I had a nest of crabgrass coming up in the mulch underneath and around the pot. When I went to pull it out, I saw that there were several hundred tiny Ledbouria socialis seedlings. There was quite a patch up and growing well by the time we had freezing weather which they didn't survive. The basket is over grass this year, so I wouldn't be able to see them if there are any, but it bloomed heavily as usual.