3. Rolex Air King. Finally, I’d have to get myself a Rolex. I’m thinking the Air King would be sufficient. I’d like a masterpiece watch, but I’ve looked at the Vacheron Constantin, Patek Philippe, and Richard Mille watches. I think I’d find it difficult to pull the trigger on a $100,000 model. I’d really have to ease into the billionaire lifestyle. An Air King is perhaps the humblest of Rolex watches and would tell the world that I like the brand without being an over-the-top victory lap.