He was obviously experienced. You don’t pull off a stunt like that and not know how to properly skydive. He was someone who knew the money was on the plane, and had certainly skydived before. He knew exactly what he was doing. The area has been scoured, they never found a body. I believe they found some of the money, but not a significant amount. He made it, and I bet the bills are in circulation.
He jumps into bad weather through a cloud, no visibility of the ground below.A bad idea.
Snow on the ground, rain snow falling(?)
Wearing loafers!
Ten inches of new snow in some areas.
Hat? gloves? Warm clothes?
Compass and a map, possible.
Unless you have a few known points to to triangulate, you are lost.
In the unlikely event he survived all that; he became a nanny for the local Sasquatch family.