The Wagner airless is a good gun. I have one that has never been used. Loaned my first one out and it came back ruined so I bought a new one and have never used it. Now if you do one side while I do the other, it would go a lot faster. I hope that you like flames. They cover so many botches so well.
As for the holes, we can throw a white sheet under them and then when we are done you will have a multi colored car cover.