Hebe, sounds like you are having a lot of fun while getting stronger and exploring too. You alluded to gear choice on hills and that is something I also struggle with, finding the sweet spot at the sweet or appropriate moment.

I guess it's a matter of trial and error to find what works best. I agree with Malkin, walking up a hill or a portion of a hill is not shameful. At some point with continued effort you will conquer that hill.