I think the Outdoorsman is going to hold value the best of the two. Most anyone is paying 799.00 all day for a decent one.

But if your going to shoot either very often i would keep in mind the rear sight picture is a bit smaller in the Outdoorsman so you should see what feels more comfortable to your eyes.

If the 4 screw is nice i would offer 1200.00 out the door for both guns. Then work out the details after taking them both to the range.
If you decided to sell one you really wouldn't be hurt price wise at all.