It does make it easier to advance players. But not for your reason. That's the excuse people use when they don't want to admit that they've improved or that they got caught cheating, or in their words (because it sounds like a legitimate strategy), 'working' the system. In 25+ years as an APA league operator I've never once raised a player in the hopes that the team would break up and become two teams. In fact, it's quite the opposite. It always comes down to whether I think the player should be higher. If I suspect manipulation as the reason (making someone appear weaker than they actually are, i.e., sandbagging, no matter how you cut it), I often hope the team will break up and go away. That is what makes me MORE MONEY.
It used to be easier, long ago, for the LO to lower a player. But APA took that power out of the LO's hands because it was being overused by LOs who were either incompetent or actually complicit in the cheating. It can still be done, but the LO may have to appeal the skill level to the APA to get it done, all in the interest of curbing the cheating.
In reality, it is actually easier to gain the skills and knowledge necessary to be measured at a higher skill than it is to lose those same skills and knowledge, and the Equalizer is not a system that tries to measure your average performance. It tries to measure how well you play when you play well, and although those cases may become less frequent as you age it doesn't mean the number is wrong. So a lot of what The_JV is talking about is perception, but a small part of that is the necessary reality (unfortunately) of a handicap system.