EPISODE · Nov 21, 2025 · 56 MIN
Is gambling the solution to our broken financial system?
from Failing Up · host Claire
I sit down with John Gillen — Partner at True Capital and host of Milk Road Macro — to break down how modern investing is shifting from long-term wealth building to dopamine-driven risk-taking.They talk about the rise of leverage, why gambling behavior is exploding among retail traders, how automation has rewired discipline, and why the opposite of addiction isn’t willpower — it’s community. We also debate one of the biggest questions of our time: Should the government have access to your data — and where is the line between safety and surveillance?Follow Us On IG: https://www.instagram.com/failinguppp/?hl=enListen on Spotify: https://open.spotify.com/show/3KMsmkqvycGgoXZDjoM6Py?si=6e40e75d54374c08Listen On Apple Podcasts: https://podcasts.apple.com/us/podcast/failing-up/id1771458449TIMESTAMPS: 0:00 — Welcome John Back To The Show1:00 — $15B of shorts liquidated3:12 — The changing culture around investing13:00 — Everything you need to know about leverage17:00 — The failure of the American educational system19:00 — The gambling addiction in stocks24:00 — Why do men gamble and most women don’t?28:00 — Why it’s better if your customer needs your product33:00 — We’ve automated our life into oblivion38:00 — The opposite of addiction is community44:00 — Debate on government privacy55:00 — Thanks John For Joining!#podcast #selfimprovement #failure #success #entrepreneurship
Embed this episode
Ready to play
Is gambling the solution to our broken financial system?
No transcript for this episode yet
Similar Episodes
No similar episodes found.
Similar Podcasts
No similar podcasts found.