I haven't done a great job of tracking these, so this list is non-comprehensive. I'll try to keep it updated. If you only listen to one, I recommend the talk I gave at Config (which is highlighted).

Also I host two podcasts of my own, too:
  • Tools & Craft is a series of conversations with the designers, engineers, and inventors who are shaping computing as we know it
  • Order Without Design is a podcast I host with my friends Alain and Marie-Agnes Bertaud, who've led an adventurous life together working as urban planners and living in dozens of cities around the world.