You might consider taking harder classes like lab science or foreign language at the local high school or junior college, to document them. Some colleges said an SAT II test in the subject would serve as proof they knew the subject. A few colleges wanted portfolios with samples of quality work, so assign lots of papers and keep them. After your student has researched his five colleges, have him plan his entire four years. You can always make changes later, but have a plan.
High schools have a list of graduation requirements.
Yours should be based on college entrance requirements. As he finishes each class, check it off the list. Add at least one fun class every semester. My next article in this series will be on planning your English curriculum.