
8 Questions I asked Myself after 30
Published: September 11, 2026
Duration: 25:19
The World Record Breaking Jack Cai is back on the show. Asking Sam some of the deep life questions he asks himself a lot.
To say this was a discussion on a single topic that stayed focused would be a big old lie. We discuss various random things: from making the most of your time on earth or with your grandparents to youtube thumbnail strategies.
Should Sam keep building a podcast in a crowded market, or walk away entirely? Is a rootless, nomadic life actually freedom, or a disguise for avoiding commitment?
The...