Sounds tough, well im not an advanced blender user in the sense that I have very large and complex scenes with an extraordinary amount of parts and textures but I do like being organized as much as the next guy.
I will say though that for me blender doesnt have the most intuitive interface when compared to the standard softwares like the Adobe collections which are more common and comfortable.
I have one folder where all my blender projects live, located in my documents folder. And within that just 3 sub folders. . Blend files, png’s, and textures. After rendering When you save any image in blender, F3, you have an option to save to any location, located to the left of the save menu.
I would first find where your defualt file saving location is then change it. To your new folder, located some place easy like the desktop. Just save a screenshot crtl F3 observe the saving locations and begin there.
If you need to dig through more than 2 folders to find or save something its probably too many. 🙂
Hope this helps.