talks and discussions on video
A search on youtube will bring up many talks and dialogues by Krishnamurti  concerned with meditation

Some dialogues in particular:

JK talks about insight meditation (vipassana) with the buddhist scholar Prof. Rahula.from Sri Lanka

Jiddu Krishnamurti & Chogyam Trungpa Rinpoche: What Is Meditation?

And two discussion with Professor A W Anderson at San Diego University