Currently setting expiration and reenrollment dates by certification expiry or enrollment date limits long term enrollment options and automation.
If there was an actual calendar drop down to choose a specific date for an enrollment/reenrollment/expiration etc. with the option to reoccur annually that would be beneficial.
Adding the date on the calendar for that specific course with options of time frames based on the calendar date selection would be a great feature.
One could choose enroll new users in a course and then assume the calendar renewal on a specific date thereafter.