I really hope that this boss enjoys listening to the same six songs on repeat. If it was me he'd be listening to a short playlist of NSYNC's greatest hits. All day every day.
It really does seem here like this boss is playing favorites and only allowing his favorites to have it their way.
Props to this clever worker fro subverting his bosses expectations and taking the requirements that the boss set to the absolute limit.
I'd call this another successful edition of Malicious Compliance. Another example of this is this guy who walked away with more money when he started strictly complying to his companies timesheet policy.