I will use what I am comfortable with and so should others. CronD, SystemD, atD, multiple conditional checks in a shell script, whatever tickles your fancy. There is no wrong answer, just document what you did and add a comment. Comments are permitted in cron. If someone keeps putting complex obfuscated time structures into cron make them decipher their incantation and keep nagging them until they keep it simple, comment their cron entries or until they and their manager resign.

For what it's worth there are usually web apps popping up that can decipher goofy cron time/date incantations. [1] This one has a git repo in the top right, not my repo. Maybe clone it just in case their site goes away some day.

[1] - https://crontab.cronhub.io/