Echoing Erik, test it to be sure your configuration does what you want it to (there are at lot of variables in play... hard to say exactly what it will do). Note that Civi has an internal record for whether or not a reminder has been sent, so if you do your testing on a live server it may not send that particular reminder again. So use a test server, set the email to "redirect to database" and see what happens.

Also see Where/How does CiviCRM track sent reminder notices?

Echoing Erik, test it to be sure your configuration does what you want it to (there are at lot of variables in play... hard to say exactly what it will do). Note that Civi has an internal record for whether or not a reminder has been sent, so if you do your testing on a live server it may not send that particular reminder again. So use a test server, set the email to "redirect to database" and see what happens.

Also see Where/How does CiviCRM track sent reminder notices?