I assigned Tiff the task of asking me ten hard (but broadly relevant) questions about the human condition. Questions that I hadn’t been asked before on a podcast. She pulled it off. I had no idea what questions were coming before she asked them live during the recording. Of course, I banged on for too long, so we’ve made this a two-part-er. As always, this conversation is not a prescription or personal advice but rather, a curious bloke in flannel thinking out loud about some interesting issues. Enjoy.