The Hidden Cost of Playing It Safe with Your Money with Ben Carlson

2026-06-22

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The biggest investing mistake isn't losing money, it's never giving your money the chance to grow. Ben Carlson joins Andrew to reveal the hidden cost of playing it safe, why volatility isn't the enemy, and how investors quietly sabotage their long-term wealth without realizing it. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/q05p7b65?webinar_id=24 What You'll Learn in This Episode Why the biggest risk for most investors is actually being too cons...

The biggest investing mistake isn't losing money, it's never giving your money the chance to grow.

Ben Carlson joins Andrew to reveal the hidden cost of playing it safe, why volatility isn't the enemy, and how investors quietly sabotage their long-term wealth without realizing it.

👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/q05p7b65?webinar_id=24

What You'll Learn in This Episode

Why the biggest risk for most investors is actually being too conservative
How market volatility creates long-term wealth opportunities
The hidden cost of waiting for the "perfect" time to invest
Why diversification is still one of the most powerful risk-management tools
How to think about risk differently in your 30s, 40s, and 50s
The investing mistake that can permanently damage your wealth-building journey
Why investor behavior matters more than finding the perfect portfolio
How to build a strategy you can actually stick with through market downturns
Lessons from the Great Depression, the Dot-Com Bubble, and today's AI boom
Why "good enough" is often better than chasing the perfect investment plan

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Watch Next

The Patient Investor's Playbook with Noah Kerner - CEO of Acorns https://youtu.be/l5YZy2q_aVY
The Best Ages to Build Wealth (Ranked!) https://youtu.be/JIZ1WrS91v4
Should You Buy Into IPOs (SpaceX, Anthropic, or Open AI) https://youtu.be/e8r5h7RkOyo
Is the S&P 500 Overweighted? Becoming an Accidental Landlord? Can We Retire Early and Move to Japan? https://youtu.be/GYtfRluCfv0
This is THE BIGGEST RISK to Your Retirement Portfolio https://youtu.be/7gXKEy66-bA

Connect with Ben Carlson

Website → https://awealthofcommonsense.com/about-2/
LinkedIn → https://www.linkedin.com/in/ben-carlson-cfa-97661244
X → https://x.com/awealthofcs
Ritholtz → https://www.ritholtzwealth.com/team/ben-carlson-cfa/
YouTube → https://www.youtube.com/⁨@TheCompoundNews
Apple Podcast → https://podcasts.apple.com/us/podcast/animal-spirits-podcast/id1310192007
Book Risk and Reward⁩ → https://awealthofcommonsense.com/2026/05/my-new-book-risk-reward/

Connect with Andrew