Ask yourself this valuable question: "What would my greatest role models say to me now?"
Think of different people you respect and admire, both people you now know and people you've known in the past. Think of people whose books you have read or whose recordings you have heard. Think of great people in the past that you now wish you could have learned from in person.
It's helpful if you write down a list of the names of these great teachers and role models. Now review your list and ask yourself about each one: "What are some of the main lessons this person would teach me?"
You can have many inspiring and enlightening self-conversations by imagining that the greatest people who ever lived were asking you questions. So ask yourself, "If so and so were to ask me an insightful question about myself and my life, what do I think he would ask me now?"
When you use your imagination and stored knowledge to have self-conversations with great people, you will find yourself having many meaningful and inspiring self-conversations about important topics and subjects.
(from Rabbi Zelig Pliskin's book: "Conversations With Yourself", pp.111-2) [Artscroll.com])