...do you not see the flaw in this statement, not to mention the flaw in your post? All of the top players already have all of the content they need. Even with everything accessible, I seriously doubt more than a handful of people could break into the top 100 from where they are now (assuming you aren't top 200 already). That said, getting a 5 mile headstart would only give you an advantage in a race, not in a measure of how fast you run. 90 Days to become the best in a game as popular in LoL is a huge undertaking. Even if he has the tools of the top 100, he does not have the LoL-specific knowledge and experience that they do.
He IS getting a 5 mile head start, WHICH DOESN'T MEASURE HOW GOOD HE IS, JUST GIVES HIM AN ADVANTAGE IN THE 90 DAY RACE. HURR DURR