Talking Shop with Ashby Daniels (EP.237)

Dec 31, 2025

Ashby Daniels, a former financial advisor with 16 years of experience, now creates content aimed at simplifying investing for others. He discusses why simplicity is key to successful investing and how narratives often mislead investors, especially during downturns. Ashby shares a unique Dave & Buster's analogy to illustrate 'beating the game' through understanding rather than hard work. He also critiques common misconceptions about bonds and highlights the power of patience in navigating market fluctuations.

Ask episode

AI Snips

Chapters

Books

Transcript

Episode notes

INSIGHT

Simplicity Trumps Complexity In Advice

Ashby aims to write short books capturing the few principles that matter most for investors.
He argues simplicity and immediate actionability beat exhaustive minutiae.

ANECDOTE

Beating The Game With Simple Technique

Ashby Daniels tells a Dave & Buster's story where a stranger taught them how to 'beat the games' by using a simple technique.
The point: knowing the right method often beats brute force effort in investing.

ADVICE

Buy And Hold The Market Portfolio

Buy and hold a market-like equity portfolio and let time compound returns.
You only needed to buy in 1960 and hold to turn $10,000 into millions with dividends reinvested.

Get the Snipd Podcast app to discover more snips from this episode

Get the app

You don't have time to sift through endless financial content. That's why I do it for you. Get my top 5 must-read articles every week in a quick, easy-to-digest email. Sign up for my newsletter.

-----

In this Talking Shop episode, I sit down with Ashby Daniels for an unscripted, behind-the-scenes conversation about investing, markets, and the behavioral mistakes that quietly derail long-term results. We move freely—from why simplicity keeps winning, to how investors misread risk, to what actually matters when markets feel noisy—without a single hot take in sight. If you've ever wondered how two investment professionals talk when there's no agenda and no sales pitch, this is it.

Listen now and learn:

► Why "beating the game" in investing rarely looks like working harder or knowing more

► How narratives—not numbers—drive most investor mistakes during market downturns

► What gets misunderstood about bonds, diversification, and "playing it safe"

► How experienced investors think differently about wealth, risk, and time

Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.

[04:15] – Nick Murray's Lasting Influence on Long-Term Investing and Market Thinking

[05:45] – Why Investing Education Should Be Short, Simple, and Actionable

[08:00] – Challenging Conventional Market Wisdom: Why Time Beats Tactics

[09:45] – The Dave & Buster's Investing Lesson: How to "Beat the Game"

[15:30] – Everybody Ought to Be Rich: The Power of Long-Term Stock Market Returns

[18:30] – The Market Portfolio Explained: Stocks, Bonds, and Investor Distractions

[21:15] – Market Corrections and Bear Markets: Why Trees Don't Grow to the Sky

[24:30] – All-Stock Portfolios and Risk: When Equities Make Sense

[29:45] – Investor Panic Isn't About Volatility—It's About Stories and Expectations

[32:45] – Bond Investing, "Safety," and the Hidden Risk to Purchasing Power

[35:45] – Private Equity, Gold, and Crypto: What Investors Get Wrong

[41:30] – The $100 Million Thought Experiment: Getting Wealthy vs Staying Wealthy

[46:00] – Why Timeless Investing Principles Still Win Over Time

Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com ⁠)

Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment.

The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client.

References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others.

Please see disclosures here.