22/10/2026
I told my AI to challenge me when it saw fit, but not to argue for the sake of it.
It took that a bit too far. It started questioning everything. So I told it, "I'm the broker, you're not. Don't ask me these questions, because I know what I'm doing." And it said, "Sorry, you're right."
Karina has gone the other way and set hers to be sceptical and a bit pessimistic, like her. She says it's refreshing. It tells her when it thinks she shouldn't do something.
Either way, the lesson is the same. These tools get more useful when you're clear about what you want from them.
It's not that different to what good advice looks like. Someone who'll push back when it matters, and trust you when you know what you're doing.
General information only. Not personal advice. Shern Advisory, ACL 550893.