After reading this thread and playing with some options in Outlook, I've found a way to use tasks in conjunction with the calendar to perform as a tickler simply by using the task start date as the tickler date. At first I wanted to use the due date, but some fidelity would have been lost for tasks that actually have a due date.
First ensure the "Daily Task List" is set to normal under the view dropdown in calendar view (day or week). A task box will show up at the bottom of the calendar day. By default this task list under a given day is set to show tasks with a due date on that day. If you right click on the top of this box where it says "Show Tasks on:" and change it to "start date" then it will show tasks set to start on that day or in the verbiage we are using: tasks that you want to be tickled about that day. Now go to your full task list and set individual start dates for days you want to be tickled.
Like other tickler systems, this will only be effective if you check this task list everyday and for each item either complete the task or move the tickle date forward so it shows up again on another day.
This helps me set priorities and spread my tasks out over the week and month. Rather than beginning my day staring at massive task buckets, I have the task already picked out and listed at the bottom of my calendar for the day.