Design, contrary to popular belief, is not that subjective - there are reasons and explanations for design decisions. Presenting them with arrogance without regard for another person's opinion is not a good way to get consensus. If you are talking to a business person, it is the designer's job to frame the decisions in a context that makes sense to them. Same with an engineer. Defend your decisions, but also know when you're wrong.
Apple wins because they hire great designers. The designers do 10 pixel perfect mock ups, then narrow it down to 3, and then defend and refine the best one. Do you really think the iPhone design was pushed forward by one arrogant designer who had no regard for the opinions of others on the team? It took years to get it to where it is today.
Is Dustin talented? Sure. But I know dozens of designers who could have produced the AA.com comp he did - it's easy to design without constraints.