I don't know how true the story is, but I once heard an anecdote about this method working during WW2. The Allied soldiers took a German POW out for beers and just chatted with without trying to push any particular subject. Then they made a boasting claim about how German aircraft couldn't keep up with the latest American engineering, causing the POW to respond with an excited objection explaining their new airplane's capabilities (the information they wanted).
[1] Often dangerously successful - the Reid technique in particular is know for a very high rate of false positives. "Of the three hundred and eleven people exonerated through post-conviction DNA testing, more than a quarter had given false confessions"[2]
[2] https://en.wikipedia.org/wiki/Reid_technique
[3] The Babylon 5 episode "Intersections in Real Time" (S4E18) is almost entirely Sheridan being interrogated with the Reid technique.