I would like to prefice this by saying that I am not a professional of driveway design, so there are others that might have better ideas...
You do not say if you have freezing or snowy weather where you are. If so, I highly recommend spending the extra money and blacktop or pave it (blacktop...
Also try out the Seven Habits for Highly Effective People (Steven Covey). It is not about Project Management specifically, but it will help make your life easier. Organization is the best tool you have available to you as a project manager.
Words of encouragement: Anyone can become a project...