Maybe some of you are just looking at this from the surface, or maybe I'm thinking too hard, but I feel like metaphorically, he's speaking about the bias and prejudice nature within society that pushes certain types of people to the top while keeping others at the bottom or in the middle of averageness/mediocrity

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Personally, I've always said that I don't believe in this idea of “If I can do it, you can do it too” perspective., some people are given a headstart and come from backgrounds that made their lives easier; in other words, some people were never in a position where obstacles and lack of resources ever prevented them from succeeding; they were born into that or were fortunate to have (or be given) access to those things.
Kinda like how we've said for the longest that cacs have had a headstart, hundreds of years, economically speaking, in building their wealth in comparison to Black people who've gone through numerous obstacles and dilemmas such as slavery, redlining, Jim Crow, racial sabotaging/atrocities, etc that prevented Black families from maintaining a steady source of wealth that could've been passed down to future generations.
I don't wanna hear that “we all have the same access, it's just up to you to use it” shtick; from the surface, it'll seem like that, but in reality, everybody does not have the same access to resources and easy routes to success.