Check out Skurka’s core 13 clothing system. At a minimum consult the capstone post and find conditions that are similar to your expected conditions. I don’t have experience in Patagonia but I do have experience conditions similar to what you’ve listed.

2 pairs of underwear & socks. In persistent precipitation you put the wet ones back on in the morning. It only sucks for a few minutes.

No midweight capilene and no long underwear. I would find both too warm for active use, and they are weight inefficient for static warmth. A midweight capilene top would also fit the same role as a fleece IMO.

Pick your “go suit” and roll with it. Ie pants or shorts and t-shirt or long sleeve. Not both. OR Echo sun hoody is pretty sweet if you’re looking for a recommendation.

I only find a beanie/warm hat necessary if my fleece is lacking a hood.

The rest of the list looks pretty good IMO. If I was expecting to hike for a significant amount of time in wind and no rain I would consider a wind jacket. I don’t find that rain jackets breathe well enough to wear them during high aerobic output.

I think Topo Athletic shoes may be what you are looking for. They have the roomy toe box of Altras but they also have some models with 5mm drop. I don’t personally use them, but they come highly recommended in the trail community.

Thanks! I guess it is a bit of a wild decision. I signed up for a couple of road marathons previously but both were cancelled due to covid. I had ramped up to 50 mile weeks for one before it was cancelled so the training wasn’t totally foreign.

I’d definitely recommend dabbling in trail races. It’s a wildly different experience from road racing and for me all around much more enjoyable.