Generally when you start out, they have to get a feel for how you think and it’s mostly just you complaining about what stresses you out. After a few sessions, a decent therapist will have figured out some patterns in how you think and will be better able to direct the conversation so you end up talking about more of the situation than you typically think of on your own. From this it’s up to you to figure out how you want to solve the problem and/or what you want your goals to be.

I get the never ending struggle for more money. That’s a tough one let me know if you figure it out lol.

Fearlessness is probably a pretty unhealthy goal imo. Fear is a normal, healthy response that keeps you from making bad decisions. I think what you would really benefit from is: increased self-confidence, stress management skills, and good planning. You could definitely tell a therapist that you’re looking to become fearless or at least less fearful and they would be able to better look for what you might be hung up on.

I personally suffer from pretty bad anxiety and I know it holds me back, but I’ve become more confident in my own judgement and I’ve become better able to seek support from the people in my life thanks to therapy. Things haven’t turned around for me yet, but I feel better about the future and that’s a massive improvement on its own.