I'm trying to compare dates in my validation. The documentation says it's possible but It's not documented. I'm using annotations and I want one date to be later that the other. How do I do this?

Try using CompareTwoValues; it is multi-purpose. CompareDates(Date1+"T000000. 000 GMT", Date2+"T000000.
you can use the DATEVALUE(datetime field) function to extract the date part from the date/time field and then compare it with values like TODAY() - 1 or any specific date value ... you can use DATE(year, month, day) function to build a static date to compare..
I've eventually solved it using expressions like so:
     /**
     * @var \Datetime
     * @Assert\Type(
     *      type = "\DateTime",
     *      message = "vacancy.date.valid",
     * )
     * @Assert\GreaterThanOrEqual(
     *      value = "today",
     *      message = "vacancy.date.not_today"
     * )
     */
    private $startdate;
    /**
     * @var \Datetime
     * @Assert\Type(
     *      type = "\DateTime",
     *      message = "vacancy.date.valid",
     * )
     * @Assert\GreaterThanOrEqual(
     *      value = "today",
     *      message = "vacancy.date.not_today"
     * )
     * @Assert\Expression(
     *     "this.getEnddate() >= this.getStartdate()",
     *     message="vacancy.date.not_more_than"
     * )
     */
    private $enddate;
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