Who would feel less douchey for timing out a low tier with Fox in either ruleset? You fail to grasp that people have to leave themselves vulnerable to this scenario for it to occur. It can be avoided in many ways.
Hbox could hypothetically avoid losing to YLink with another character, but Armada has a crazy good Peach to fall back on. Just because situation A has a counter, doesn't mean you can use it. This is part of intelligent decision making. Now, were HBox to practice a character (this could be Puff or anyone else) that could beat both Peach and Young Link, and reach a sufficient skill level with that character to make it relevant, he would have beaten the scenario. Instead, he is vulnerable to YL because he does not have an answer to YL AND Peach, not because he doesn't have an answer to YL. At best in this situation, he could practice a character against YL, double blind, and hope that Armada picks YL. If he were to win that match, he would have to either hope AR stays YL for the current matchup, or be stuck playing AR's Peach with the character he chose first round.
I'm going further into this than I need to, but the point is made. People are only as vulnerable as they allow themselves to be.
I don't know if I didn't state this before or something, but I feel like it should be apparent even if unspoken...:
This rule set does not promote the same set of skills that the current one does. Stop trying to criticize it based on that fact. Doing so is pointless, because the point of the rule set is to not be the same as the current one. You are, without knowing it, agreeing that the rule set is fulfilling its purpose.