How can I randomize the date and time I choose?

When typing a specific time, you can just add the keyword “around” in front of the specified time to make it a random time within +/− 30 minutes. For example, “around 8AM” means a random time between 7.30AM and 8.30AM. You can also have more complicated definitions like “2 days later around 9.00pm” or “next weekday at around 8.30am”. It’s possible to utilize this feature when customizing Send Later and Remind Me menus as well.