I've gone recently to a lot of speed dating, so I do have to start a lot of conversations.
My 2 go-to questions so far are:
- "Tell me everything about you." This is clearly a joke, since in the described situation we got max 5 minutes. Despite Gori's objection to the topic, most people then actually will start with their job
- "Tell me the most interesting thing about you", or "an interesting thing". This can work fine, but sometimes people then start to think and don't know what to answer, so sometimes I add "or something boring, if you like". (which then often also leads to the job...)
The problem with the second one is that what the person being asked finds most interesting about herself may be something you find utterly boring.