You can't see it well because I didn't like that side so I didn't take many pictures of it. But this year we decided to sod the whole area in the spring so it wouldn't be all dirt and our landscaper said we wouldn't really be able to do sod on the grade so we needed to build another retaining wall. And we did.
The black dirt is where they planted shade grass because the sod won't take right under the tree. Here is another angle:
This was literally as they were laying the sod so it looks a little rough but it came in great and we are really loving the results. Don't mind the overgrown look. We haven't been able to cut it yet due to the fragility of the sod and new grass.
And there you have it. 60 bags of 40-pound bags of top soil to fill in that spot between the pool and the retaining wall. It was back-breaking and exhausting but well worth it. I am finally feeling like I can go out there and sit still without jumping up and down to fix this and that. Told you I had issues ; ) Thanks for the idea, Jess. If only I were so easily encouraged in other areas of my life.