I personally am not seeing the multiple icons anywhere (on the calendar date square or on the right side).
I will enter it multiple times and it will not show up in either place. The only way I can get it to show is to enter ONE workout on a specific date (today)then enter another DVD on another date (yesterday or any other day - then go back and delete it) then go back to the correct date (today) and enter another DVD.
Or, I enter ONE DVD on today's date then exit WOM altogether and go back in to WOM and enter a 2nd, 3rd, etc DVD.
This has been happening to me for about almost a month. In fact, I just looked at my calendar and I am missing lots of DVDs from July and June that I *know* I entered and made sure they were entered.