Conversations Worth Your Time
Podcast Round Up
I’m on a lot of podcasts these days, and sending you a separate email for every appearance would flood your inbox. So I’m going to start batching them every couple of weeks. Here’s the first one.
My new podcast: Monsters & Lighthouses
If you haven’t checked it out yet, my co-host Darin Newbold and I recently launched Monsters & Lighthouses: Enneagram, Money and the Patterns That Shape Your Decisions.
The show challenges the lie that money problems are math problems. They’re pattern problems, shaped by personality, fear, attachment, and the stories we inherited about money. We use the Enneagram to name your pattern (your Money Monster) and what Darin calls BoldGPS™ to set a lighthouse of purpose, so you stop reacting and start choosing.
If success still feels unstable, this is why.
The first five episodes walk you through all nine Enneagram types, their unique Money Monsters, and how to start working with them rather than against them. If you’ve ever wondered why your financial life looks so different from your spouse’s or your sibling’s, this is your map.
Listen on Spotify:
Watch on YouTube: https://www.youtube.com/@MonstersLighthouses
Three episodes to start with:
E003: The Anger Triad — Control, Power & Perfection Anger doesn’t always look angry. For Types 8, 9, and 1, it shows up as control, conflict avoidance, and rigid perfection. Three completely different strategies, three completely different money monsters.
E004: The Grief Triad — Validation, Connection & Identity Types 2, 3, and 4 share a hidden wound: the gap between who they actually are and the image they project. That gap drives their financial decisions in ways most people never see.
E005: The Fear Triad — Security, Certainty & Control Types 5, 6, and 7 all run on fear, but the strategies couldn’t look more different. One retreats into knowledge. One builds systems for safety. One races toward the next experience. Darin (a 7) gets uncomfortably honest about his own pattern in this one.
If you've been reading along and wondering what it would look like to actually do this work, not just think about it, my day job is helping clients build wealth that's aligned with who they actually are.
Two recent guest appearances:
Thrive and Achieve with Dr. Matt Markel — The emotional psychology behind money
A more practical conversation, aimed at professionals trying to build wealth without burning out or losing themselves in the process. We covered the four pillars of financial health, why high achievers still make terrible money decisions, why traditional retirement is broken, and what financial mastery actually looks like in real life.
I love this graphic that Martin created to summarize the show about how we react under stress towards money:
Watch:
The Martin Brossman Show with Martin Brossman and Dana Gower — Why do humans kill?
This one is off my usual beat. Martin and Dana asked a hard question and let the conversation go wherever it needed to: childhood development, the predator inside us, Jung’s shadow, the nine shadows in the Enneagram, tribalism, scapegoating, and what happens to people without inner resources when AI starts displacing jobs. If you’re up for something more philosophical than financial, it’s worth an hour.
Watch:
That’s the roundup. If one of these lands for you, forward it to someone who might need it.
Doug
New here? My books are From Monk To Money Manager: A Former Monk’s Financial Guide To Becoming A Little Bit Wealthy -- And Why That’s Okay and Taming Your Money Monster: Nine Paths To Money Mastery With The Enneagram.


