Handling Reluctant or Guarded Subjects
Launch library · evergreen read

Some subjects agree to sit for an interview out of a sense of obligation rather than genuine enthusiasm, and pushing too hard against that underlying reluctance early on tends to close doors rather than open them further as the conversation continues to slowly unfold over its full natural length.
Patience is usually far more productive than persistence in these particular situations, since starting deliberately with genuinely low stakes questions, giving a subject real room to warm up gradually, and accepting a shorter first conversation over forcing a longer one often produces meaningfully better material by the very end of the process.
A second, later conversation, arranged once trust has had proper time to build naturally between both parties, frequently yields far more useful material than a single long session with someone who never quite felt able to relax enough to speak freely about what actually mattered to them at the time.