Personal preference is usually a worse guide than what's actually happening
Singer's foundational move is a wager: instead of filtering every situation through do I like this or not, treat what's actually unfolding as more trustworthy data than your own reactive preferences. He notices that his likes and dislikes are often just old habitual patterns firing, not wisdom, and that acting on them repeatedly narrows his life to the shape of his fears and comforts rather than opening it to what's genuinely there.
This isn't presented as passivity but as a discipline: consciously noticing the urge to resist or grab at something, and choosing not to act on that urge by default. Over time, he argues, this creates space for outcomes that his narrower preferences would have blocked entirely — jobs, relationships, and opportunities he never would have chosen but that turned out to matter.
Takeaway: your comfort zone is not the same thing as your best interest — question the impulse before obeying it.