Don’t be so hard on yourself. I think most people with hobbies like this one enjoy researching stuff, finding what they think they’ll love and ultimately making a purchase. It’s what keeps us excited and looking forward to something new we hope we’ll enjoy. On the other hand, if you’ve decided there are things you no longer need/want, feel free to do what you want with them. Just don’t beat yourself up over it. This hobby should be something that brings us joy and happiness and excitement for what ever might be coming next.
Ever since my mom passed away, I’ve struggled with horrible depression. This hobby, getting new stuff in the mail, enjoying listening to music, chatting with you guys about all sorts of things on this forum has been helpful to get my mind engaged onto something fun and off of the “bad stuff” that comes with depression. As long as you’re happy and you’re having fun, I think that’s the point to it all.
As for test tracks and learning to listen, I’m right there with you! If you’re interested, I just did an extensive listening session for users comparing IEMs. I listed all of my test tracks, what I specifically am listening for on those tracks and my findings between the IEMs. Maybe some of my test tracks could be helpful for your own listening? Feel free to check it out…