The shed is an expense in the same way buying the house was an expense. So we should look at how he calculated the house buying, and that will tell us how to account for this expense. I tried to find the post, but I couldn't, and I choose not to spend any more of my time looking.
But it was mentioned that the house he bought was cheaper than the house he sold. And the shed was a planned expense to make up for less square footage that still brought the total cost of the new house to less than the old house.
Therefore, it's not an expense, it's part of the transaction that brought his bottom line a net gain. House Sold > House bought + shed = net gain.
Regarding car, I don't know. He seemed to love his Scion. But he would have eventually needed a replacement car. I think he should have classified it as a personal expense. If he really wanted it to be a business expense, he could have bought the leaf to try it out, write about it, and then create some sort of giveaway where one of his lucky readers WINS a Leaf! How cool would that be? Then he could go back to using his Scion.
Regarding being out of touch, he should write some more case studies. That'll keep it relevant to us poor folk just starting out and not make us so sad that we can't afford cars and trips to Ecuador. ;)