Raj:
Where would the user select an "Item programatically" from?
If what you want to do is set some checkboxes as checked by default or programatically based on other choices on the form, then this is quite doable.
Take a look at this article to learn how to work with CheckListBox control: http://www.slxdeveloper.com/page.aspx?action=viewarticle&articleid=74
And, take a look at this Thread which probably has code that is similar to what you are trying to achieve: http://www.slxdeveloper.com/forum.aspx?forumid=2000&postid=30862
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