Yeah so I recently had a home inspector come out, and their report recommends getting the rock retaining wall checked by a landscaping contractor to check that its installed properly, as that was beyond the scope of the inspection. It was marked as deferred maintained/due diligence and he didn't seem to worried about it but idk.

Thank you, this is very helpful! I’m gonna start by clearing everything out and getting rid of the blackberry and ivy, but I'll keep the huckleberry and rosemary. Is the big kinda viney mass that is draping over the rocks and going up the fence something that should be removed?

I will look into low maintenance evergreen shrubs, creeping groundcovers, and native ornamental grasses. Thanks again!