You probably already know this, but the calendar won't show more than 8 tasks. If you click on the little arrow next to the date, you'll see all the other tasks happening on that date.
Not sure this will help, but when I had a similar problem, I found an answer by searching this forum: e-duration. When I set the duration to edays (elapsed days) and checked "estimated", I was able to spread the work over the expected number of days to complete the task, but it appears the...