Hello,
Same as the last, you will get the best response to Customization questions by posting the questions in the Customization section of the Forum.
This can be done using a workflow that runs on the work item and the Action would be New Item and the new item would be a new discussion (DiscussionLink).
For further clarification, we suggest you register for one of our daily Q&A webinars (see the link-> http://www.clarizen.com/resources/online-demo.html#second ).These are great resources for free consulting with our Customer Success Managers and visual answers to your questions.
Sincerely,
Boris