I enjoy teaching people new things in general, but what I win specifically depends on the situation. With friends and family, it's the personal satisfaction of helping someone I care about.

With customers there's the added benefit of improving business relationships and building trust. If someone contacts me with a question, and I withhold the answer until they pay me, they're gonna feel cheated when they realise the answer was pretty straightforward. It doesn't matter if, technically, I'm providing a service and I'm within my rights to ask for compensation. That customer is going to hesitate to return in the future, because they now feel I just care about their money.

Being open, transparent, and helpful has the opposite effect, in my experience. The customer feels at ease with me, they trust my judgment, know that I'm looking out for them, and so are happy to return to me when they need something, and pay for the job.

A better assessment of the situation.

Case 1: the person learned and became more autonomous. Fewer questions like this will be asked in the future. You have developed good will.

Case 2: the person expects someone else to do their work. That won't fly for long with me. Fool me once, shame on you. Fool me twice, and I will react. Friends and family members can land on the no-contact list. Employees can get fired.

Assume the best, but always prepare for the worst.

Or they're like my father and can't remember things long term anymore because he's too old. I have to walk him through how to join a Discord server every single time I want to use it with him. He used to be good at this stuff, but I guess IQ studies are right that crystallized intelligence (which includes long term memory) goes down after 60.

The memories made along the way, obviously.

Never helping anyone with technical stuff unless you're getting paid (or whatever similar thing you can think of) is over-correcting for the doormats that can't say no

I stopped helping people, in general, when there were several instances of people telling me that whatever I did the last time I touched their computer caused some random problem 6 month later. That, and it seemed that people were getting upset when I would show them how to do things, within a couple of minutes (from just knowing where to navigate), that they had been struggling with for hours, or that they were, in fact, typing their password wrong. Maybe they weren't upset with me, but it was usually a negative experience for me, and it slowly chipped away at the glee I used to have for helping people.