What do you want to achieve?
How do you want to achieve it?
How is what you are doing moving you towards that goal / objective?
How does the vision / dream of yourself fit with reality?
What / where is the difference?
What needs to change to make it a reality?
What happens when you imagine X?
What options have you considered with regard to time?
What options have you not yet considered?
What limitations might you be placing on this?
How else could you think about this?
What’s useful about this?