I don't know the usage stats on AskJeeves but that search engine specifically purported itself to do well when asked a question in english. Now, the tech at the time wasn't even near close to being able to support it, but their advertising targeted it. That all said I never typed in "Who is Derek Jeter?" and I don't know anyone who did.

I think the basic issue is that people just don't respect machines and want to minimize the amount of effort spend on communicating with them - I don't say "Alexa please bring up songs by Death Grips if you don't mind" I shout "Alexa! Play! Death Grips!" and then yell at it when it misunderstands.