Plain-spoken thinking about money from someone who has spent his career inside family offices, the firms that manage money for wealthy families. Most people will never need a family office, but everyone can think like one. Each episode is an article from dollar-llama.com, read aloud: investing, real estate and planning, without the sales pitch. No ads, no affiliate links, nothing for sale.
Narrated with an AI version of the author's voice. Views are my own and not those of my employer. Nothing here is investment advice.
Many of the biggest things we buy work more like subscriptions than purchases. Why lifestyle commitments stack until your income is spoken for, why what really holds you in place is usually the people, and why spending as little as possible is its own trap. It starts with a friend's family who bought the big house on the golf course, then moved back into their old one.
Read the article: https://dollar-llama.com/blog/the-treadmill-you-bought.html (https://dollar-llama.com/blog/the-treadmill-you-bought.html)
Narrated with an AI-generated version of the author's voice.
Educational only. Not investment advice. My views, not my employer's.
4 Nov 2026
Stick to Your List
Grocery stores are engineered to get you off your list, and the investment industry works the same way, right down to paying for "shelf space." Where the junk food aisle is in investing, why impulse buys there compound, and why a short written plan beats willpower.
Read the article: https://dollar-llama.com/blog/stick-to-your-list.html (https://dollar-llama.com/blog/stick-to-your-list.html)
Narrated with an AI-generated version of the author's voice.
Educational only. Not investment advice. My views, not my employer's.
21 Oct 2026
The Safest Investment in the Textbook
A college professor once picked Walgreens as the safest commercial property you could own. Twenty years later, a lot of those corners are empty. What happened, why hedge funds followed the same path, and the question to ask about any investment with a great track record.
Read the article: https://dollar-llama.com/blog/the-safest-investment-in-the-textbook.html (https://dollar-llama.com/blog/the-safest-investment-in-the-textbook.html)
Narrated with an AI-generated version of the author's voice.
Educational only. Not investment advice. My views, not my employer's.
20 Oct 2026
The House I Didn't Buy
In 2008 I walked through a $39,000 house and didn't buy it. It's worth three or four times that today. Buying when others are fearful isn't hard because it's scary. It's hard because you have to look wrong for years, and for most of us the trade we can actually make is simply not selling.
Read the article: https://dollar-llama.com/blog/the-house-i-didnt-buy.html (https://dollar-llama.com/blog/the-house-i-didnt-buy.html)
Narrated with an AI-generated version of the author's voice.
Educational only. Not investment advice. My views, not my employer's.
7 Oct 2026
The Deals Didn't Disappear. The Math Got Harder.
People say BRRRR (buy, rehab, rent, refinance, repeat) is dead. It isn't. The math just got harder. The same rental deal at a 3.5% rate pays about $445 a month; at 7% it loses about $82. Here's why the deal still works, why it now takes a lot more work, and why the same thing is happening to most businesses that run on borrowed money.
Read the full article: https://dollar-llama.com/blog/the-deals-didnt-disappear.html (https://dollar-llama.com/blog/the-deals-didnt-disappear.html)
Narrated with an AI-generated version of the author's voice. Educational only. Not investment advice. My views, not my employer's.
1 Oct 2026
It's Okay to Stack Nickels
Big swings make better stories, but most fortunes are built on a loop: small, repeatable, unglamorous progress. What a teenage gold miner, Sam Walton, and your 401(k) have in common, and why the quiet work while you wait for the big opportunity is the plan, not the consolation prize.
Read the article: https://dollar-llama.com/blog/stacking-nickels.html (https://dollar-llama.com/blog/stacking-nickels.html)
Watch the video: https://youtu.be/XFK5b5HA2TU (https://youtu.be/XFK5b5HA2TU)
Subscribe for new articles and podcast episodes: https://dollar-llama.com (https://dollar-llama.com)
This episode is narrated by an AI-generated version of the author's voice, created with ElevenLabs from his own writing.
The retirement figures are a hypothetical illustration: $500 a month at 7% a year, compounded monthly, before taxes, fees, and inflation. Actual returns vary, and no return is guaranteed.
For educational purposes only. Not investment, tax, or legal advice, and not a recommendation to buy or sell any security. The views expressed are my own and do not represent the views of my employer. Dollar Llama has no affiliate links and earns no commissions.
28 Sept 2026
You Probably Need a Financial Advisor (Yes, This Is Self-Serving)
Written by someone who has spent a career inside a family office, so take it with that grain of salt. An honest look at when you can do this yourself and when help is worth paying for: returns, a real thought partner, behavior coaching, experience, succession, and the one reason to hire an advisor that you should be most skeptical of. Plus what to screen for if you decide you want help.
Read the article: https://dollar-llama.com/blog/do-you-need-a-financial-advisor.html (https://dollar-llama.com/blog/do-you-need-a-financial-advisor.html)
Subscribe for new articles and podcast episodes: https://dollar-llama.com (https://dollar-llama.com)
This episode is narrated by an AI-generated version of the author's voice, created with ElevenLabs from his own writing.
For educational purposes only. Not investment, tax, or legal advice, and not a recommendation to buy or sell any security. The views expressed are my own and do not represent the views of my employer. Dollar Llama has no affiliate links and earns no commissions.
27 Sept 2026
Die With Zero, or Die With Enough?
Die With Zero makes a strong case for spending on experiences while you're healthy enough to enjoy them. But spending down to zero is a bet on a future no one can price. A look at what the book gets right, where the extreme misses most of us, and why money that quietly stands guard over the next generation can be its own kind of dividend.
Read the article: https://dollar-llama.com/blog/die-with-zero-vs-enough.html (https://dollar-llama.com/blog/die-with-zero-vs-enough.html)
Subscribe for new articles and podcast episodes: https://dollar-llama.com (https://dollar-llama.com)
This episode is narrated by an AI-generated version of the author's voice, created with ElevenLabs from his own writing.
For educational purposes only. Not investment, tax, or legal advice, and not a recommendation to buy or sell any security. The views expressed are my own and do not represent the views of my employer. Dollar Llama has no affiliate links and earns no commissions.
25 Sept 2026
The Guy Weaving Through Traffic
Weaving through a traffic jam burns energy, adds risk, and barely gets you ahead. The same human habit shows up in investing, and the fix is the same: pick a lane and stay in it.
Read the article: dollar-llama.com/blog/the-guy-weaving-through-traffic.html (https://dollar-llama.com/blog/the-guy-weaving-through-traffic.html)
Narrated with an AI version of the author's voice. Views are my own and not those of my employer.
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