@Douglas_Drake welcome to the community. Here are a few tips that I found useful when managing my own rules.
Use clear and self-explaining rule name so I know what does the rule do by just looking at the rule name in the rule list.
Use prefix to group the rules based on the rooms or purpose to visually group the related rules
ex: My music play list rules all start with "Music - " that makes it easy for me to find all related rules in the list.
Keep the rule simple to the specific automation purpose, so it is easier when troubleshoot is needed.
Nested or multiple IF_Conditions are powerful when creating automation rules, but need to make sure the logic side is right.
Hope this helps and feel free to share your automation thoughts or any questions.