Okay. First, have you seen the links in the description on the mod portal? The mod presumes familiarity with Lua patterns. The cheat sheet is by no means intended to be an explanation of Lua patterns, it is there as a quick reminder for the syntax. If you think there is a better way to convey this to the user, please tell. Unfortunately, there is no way to make a clickable link in-game.
As an aside to this, I think that Lua patterns are perfectly understandable and usable without needing to know Lua. You don't need to know Javascript or Python or whatever other scripting language to use regular expressions. You don't even need to fully understand or know everything about them, I sure don't and I use them sometimes. And Lua patterns is a much simpler analog of regular expressions.
Second, I went with Lua patterns because I wanted to provide the most flexibility to the user. Flexibility is also why the stop names can match multiple patterns to allow for modular schedules. You were saying that you looked for a prefix to enter, but I, for example, add load/unload indicator as a suffix (and followed by an outpost number). Accomodating both these namings won't have been practical with a primitive configuration, not to mention all other kinds of names. On the other hand, patterns allow for all of these. You can have a prefix, a suffix or an infix, or even any combination thereof. And if you don't happen to be interested in the pattern matching functionality, you just have to screen all the special characters with the % character, which I think is acceptable. I am not going to remove patterns. Though now that I think, I can add a plaintext toggle, so it searches for the literal text in the stop name instead of a pattern, but it would be a pure convenience feature. It does not expand what you can do.
Third, the flexibility leads me to the point about settings. The settings interface, sadly, simply can not allow in any usable way for any but most primitive customization. The only thing I have in plans for settings is being able to export a string of all your condition patterns, which you can paste into the settings so that you don't have to re-enter them every time you start a new game (or add the mod to an existing one). But you don't do that often (at least I don't), so it has been low priority.