(This is a new format I wanted to play with. I'll post it as-is to start with and add clues around how to go about it if needed. Hopefully someone will first pick up the idea and follow the crumbs to the answer!)
Follow the Crumbs:
At Four Directions #5, a man was admiring the landmark. He had a creature on his shirt. The creature was a certain color and some of them live in a place that is unexpected. Determine the color and the unexpected home.
At the unexpected home, there is a villa named after a different creature the same color as the creature from the first clue. Inside that villa, there are two red chairs on either side of an unexpected piece of furniture. Determine the unexpected decor.
Close to a place of faith is a body of water named after the decor from the second clue. Just North is a man with half a hand wearing a shirt bearing the logo of an organization. Determine the organization.
In 2015, a meeting of the organization was greeted via video by a significant person.
What was the greeter's name?
The solution to Four Directions #5 (referred to in the first crumb above) was
the Four Corners Monument at the intersection of Arizona, New Mexico, Colorado and Utah
For clue #1, it could take a while. I'd start just south of center to find our admirer.