In science fiction novels this is the type of thing that AIs do as basic artistic expression while they're learning about art.

Why is Powdered Alcohol not successful so far? How does UberX handle vomiting in the car? Is being worth $10 million considered ‘rich’?  What can be causing my upper lip to twitch?

These are freaking fantastic. Kudos from finding this page. 

What makes a startup ecosystem thrive? What do people plan to do once they’re over 35? Is an income of $160K enough to survive? What kind of car does Mark Zuckerberg drive?

Are the real estate prices in Palo Alto crazy? Do welfare programs make poor people lazy? What are some of the biggest lies ever told? How do I explain Bitcoin to a 6-year-old?

Some favorites:

 How is Clinkle different from Venmo and Square? Can karma, sometimes, be unfair?

What looks easy until you actually try it? How did your excretions change under a full Soylent diet?

What are alternatives to online dating? Is living in small apartments debilitating? 

Why don’t more entrepreneurs focus on solving world hunger? What do you regret not doing when you were younger?