Well painting was a bit time consuming but I am loving the results. It turned out a little less red and a little more brown but after deciding I wanted some light butter colored trim it is starting to look sharp. I have a fellow who did rubber roof work for years lined up to help me neaten up the roof line on the long 3 day weekend.
Here are the results before and after......

Took time to scrub off the 3 years of dirt and grime as best I could with no running water. The two sections on the right are done the two on the left are as they were before cleaning.

I was wanting a bit more red cast but as I continued to work with it the more I liked it !

The stark white trim was a bit too glaring so I decided to get some butter colored trim paint and it really adds a bunch I think.

Here we are staring across grandma's garden thru the trees. It looks like a little log cabin.
I had cut about 40 1 1/2 by 5/8 batten boards. I spent a few hours pre painting all 4 sides on 30 of the straightest ones for the board and batten look I hope to incorporate to the caboose. I so wanted to nail up a couple to get an idea of the look but the top edge treatment will hinge on how we treat the rubber roof termination so I held off.