Questions That Invite Disagreement
Launch library · evergreen read

A subject who senses that only one answer will please the interviewer tends to supply that answer, whether or not it is true. Building genuine room for disagreement into a question, by openly naming an alternative view and asking the subject to respond to it, produces a more honest conversation. A subject who senses only one acceptable answer will usually supply exactly that, whether or not it is true.
This is different from playing devil's advocate for its own sake, which can feel combative. The aim is simply to signal that a range of positions is acceptable in the room, which frees a subject to voice a view they might otherwise have softened to seem agreeable or safe. This differs from arguing for its own sake, which tends to feel combative rather than genuinely open.
Some of the most useful material in an interview arrives exactly here, in the moment a subject corrects the interviewer's framing rather than accepting it. Leaving that door open, rather than always asking questions that assume agreement, is a small habit with an outsized payoff. Leaving real space for pushback often produces the single most memorable exchange within an otherwise ordinary sitting.