I felt the same way for a long time. And then I've started doing one very simple thing. I've created tasks.org file, and whenever I find some use-case, something I don't know how to do or even not sure if that's possible - I would just add an item to that file. Then I would ask questions - on emacs.stackexchange, on r/emacs, in slack channels, in mailing-lists, etc. Slowly, I have started using other Org-mode features. I started writing my own emacs-lisp snippets. Even though I still haven't mastered Emacs, today, I share Emacs tips with my colleagues and other people. If I may suggest - don't try to "boil the ocean." Emacs is huge. Nobody truly masters every aspect of it. Just do it slowly. Start with a simple list.