Olympus vs Olivet

It is not to Ilium that we should look for wisdom, but to Israel. To the personification of wisdom sitting on a mountain teaching His followers about the blessings of following Him.

Of Saints and Stadia

a colorful drawing of saints

I don't think the "cloud of witnesses" from Hebrews is talking about those in heaven looking down on us as we run our race. They're witnesses to us...not of us.