Not being able to read your grade, I have to ask if the switch at the top of the hill is at the same level as the upper reversing loop or on a grade. I would avoid trying to put one on the grade. Closer to the top reversing loop and level would be better I think.
Also make the reverse loop up top as big as you can unless you know you wont ever want a long train.(the red gives more length) Every inch counts, and that loop is your size limiter.
With a tiny bit of block control too, you could run two trains "look ma no hands" style. But as is, "lazy engineering" is limited to one train.
