When it comes to communication, I absolutely do train them. Someone who always begs for money, doesn’t get very many responses from me, or very soon.

Someone who uses the wrong communication method, doesn’t get a response very quickly. I have a special arrangement with someone where we’ve agreed to use Slack for all sorts of random asynchronous communication and Signal for urgent stuff that requires an answer very quickly. We’ve made a verbal agreement about this, but some times they still violates the agreement by using Signal for non-urgent stuff. That’s when I ignore that message for a while. If my phone keeps on beeping, I silence Signal notifications for the rest of the day.

So far, training people has worked out pretty well.