I see your perspective, but the guy is an iPhone engineer, I don't think having lost a prototype at a bar in a very public way can possibly add anything to his resume or make him stand out more in a positive way.
Anyone who hasn't fucked up at least that badly hasn't been trying.
Be honest with yourself. There's no high ground to be taken when it comes to being a perfect employee.
In other words it may have some net positive effect on his career, but it seems like he was probably doing okay anyway and it's at least equally as likely to lose him a job than to gain him one.