You have to look at philosophy from two levels: the individual, and the group. A slight preference at the individual level can result in extreme results when those slight preferences add up at the group level. Here’s an example of that mechanism in action:
In sports, you see this effect in amateur drafts all the time, particularly in baseball where draft picks can’t be traded. Let’s say a baseball team like the Oakland A’s values college players a mere 1% more than other teams do. The A’s may say and believe that they don’t reject high school players, but the effect of their slight preference is that they end up taking almost exclusively college players, simply because the high school players they prefer are all chosen ahead of them, and invariably when their turn to choose comes up, their highest ranked player just happens to be a college player.
In the NFL, where draft picks can be traded, you could create extra value for yourself if you know that you value players differently than others. The Oakland Raiders have a unique valuation on amateur talent, and nearly every year their selections are a complete surprise to those following conventional wisdom. Because their valuation system is so unique, they could probably create extra value for themselves by always trading down. The player they want will often still be available lower in the draft. Sadly for Raiders fans, the Raiders almost never do this.
In crafting a philosophy, we should be aware of this feature of group dynamics. Groups, moreso than individuals, tend to move either towards the middle, or to the extremes. In America, we see this in our politics. Most Americans are rather centrist, but the system of primaries to choose nominees attracts the more loyal partisans at either end of the political spectrum. So instead of a runoff between Candidate 40th-percentile vs Candidate 60th-percentile, our choices in the general election often ends up as Candidate 10th vs. Candidate 90th. The result is a legislature that is far more partisan than the general population, and is far more despised than it would seem necessary.
How do we keep a set of 60/40 preferences from unintentionally turning into 100/0 behavior, or for that matter, turning 80/20 preferences 50/50 behavior? It’s easy to blame the people involved for behaving badly (see my last article on Willpower Bias) and to argue “don’t do that, you bad people”. But it’s hard to change individual preferences, and especially hard when individual preferences are being affected by group dynamics. More often, the solution is to structurally reduce the amplification. In sports, enabling trades of draft picks at least makes it possible for teams to find more accurate values for their picks. In politics, open primaries or ranked voting systems would probably make the distribution of elected officials look more like the general population than the extremes.
This isn’t to say that there aren’t possible benefits to 0-50-100 group behavior over the messier alternatives. But it’s hard to believe that this tendency will always yield optimal result. If the optimal solution lies at 33 or 67, we want the quickest, most effective way to hit that optimal result. Ping-ponging between the extremes may get us there in the end, but you have to think it would be better to move their directly if we can. Being fully aware of the differences between individual and group dynamics can help us find optimal solutions in an optimal manner.