People don't always follow categories like that. I have quite a few addresses, but he sent it to the one he remembered to type in and hoped I got it. I did, but didn't keep it.
My policy is never to reveal my work email to anyone other than coworkers and business partners. I have changed jobs before and it is always a mess to get rid of a job-related email accounts.
Another way to handle this is to forward all your work email to another service, then if you change jobs that email simply stops, but you still have all the history and any personal messages that might have gotten sent to that address.
I know a few people who don't like using Outlook so they set up their work email to autoforward to gmail and use that to handle their email.