Zagreus
Literati
Jay Z loaned Kanye $0 million dollars... zero.
Live Nation fronted Kanye $20 million dollars with the expectation they would recoup multiple times that through touring proceeds (i.e. tickets sold, merchandise, food/beverage, increase in sales to Kanye's back catalogue, cross-sponsorship deals, etc.)
If Bank of America phones me up and asks me to vouch for a friend and then lends the friend $20 million dollars, did I give the friend $20 million dollars out of my personal stash? FOH...
I might be wrong but I think Jay had to cosign it... that changes the whole dynamic of what you're saying here