Persistence Versus Pressure
Launch library · evergreen read

A single follow up question, gently pressing a subject who has given an incomplete answer, is a legitimate and often necessary part of good interviewing. Repeated pressure after a subject has clearly and firmly declined to elaborate further crosses into something considerably less defensible. A single respectful follow up remains entirely legitimate on its own.
The distinction often comes down to the subject's own signals: continued engagement, however reluctant, suggests persistence remains fair; a clear, repeated decline signals that continued pressure has moved past legitimate follow up into something closer to coercion. Reading the subject's own signals matters more here than any fixed number of allowed attempts.
Reading this line correctly, in the moment, takes genuine attentiveness to the particular subject rather than a fixed rule applied identically to everyone. Respecting a firm decline, even when more material might have been extracted through further pressure, remains the more ethical choice. That respect matters more than any material gained through continued pressure.