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"Custom" Training under SFDC "Help & Training" Tab?

Is there any way to include my organizations "custom" training/tutorial under the standard link? More specifically, I'd like my users to be presented training/tutorial options when they log in, taking into consideration their Role/Profile. I'd also like to maintain the training history for each each user (like the default SFDC does) and let users learn at their on pace, maintaining the state of completion of each tutorial they access. Thanks.