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

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

Author: Andrew Giancola June 22, 2026 Duration: 51:42
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 Start Here  Join the community built to help you master your money, stay accountable, and reach financial freedom.   👉 Try Master Money Academy FREE for 7 days today !https://mastermoney.co/join/ 👉 Join Andrew’s FREE Investing for Beginners Masterclass https://event.webinarjam.com/q05p7/register/0o8z9io?webinar_id=21 👉 Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! https://expert-hustler-605.ck.page/6aa7bb9a79 Partner Deals Indeed → Get a $75 sponsored job credit http://Indeed.com/personalfinance Policygenius → Free life insurance quote http://policygenius.com Chime → Get more rewarding fee-free banking at https://www.chime.com/PFP  Monarch Money → The all-in-one financial tool + Get 50% Off at http://www.monarch.com/PFP Shopify → Sign up for your one-dollar-per-month trial today at http://shopify.com/pfp   Wayfair → Up to  60% off | MEMORIAL DAY WAREHOUSE CLEAROUT  http://wayfair.com   DeleteMe → 20% off with code PFP https://joindeleteme.com/PFP20/ 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 Instagram → ⁠https://bit.ly/Skool-Instagram⁠  TikTok → ⁠https://bit.ly/Skool-TikTok⁠  Facebook → ⁠https://bit.ly/Skool-Facebook⁠  Podcast → ⁠https://bit.ly/Skool-Podcast⁠  Youtube → ⁠bit.ly/Skool-Youtube⁠  Newsletter → ⁠https://bit.ly/Skool-Newsletter⁠  Website →⁠ ⁠https://mastermoney.co⁠ ⁠ X → ⁠⁠https://x.com/mastermoneyco⁠ LinkedIn →⁠ ⁠⁠⁠https://www.linkedin.com/in/andrew-giancola-45027b340⁠ ⁠ Question for you: What do you think is the bigger investing mistake: taking too much risk or not taking enough risk? Let us know in the comments below. Learn more about your ad choices. Visit megaphone.fm/adchoices

Hosted by Andrew Giancola, The Personal Finance Podcast is a straightforward conversation about building a practical and prosperous life. Andrew, who also runs Master Money, doesn't hold back on the specifics-you'll hear his actual strategies for managing money, investing in stocks and real estate, and developing business ideas. The focus is on actionable steps, from negotiating a higher salary at your current job to constructing reliable streams of passive income. The goal isn't just accumulation for its own sake, but creating the financial foundation that grants you more choices and autonomy. Each episode of this podcast is designed to demystify wealth-building, moving beyond theory to the tactics that can free up your time for the things you value most, whether that's traveling the world or simply reclaiming your day from financial stress. It's a direct resource for anyone ready to move from thinking about money to actively building a more secure and expansive future.
Author: Language: en-us Episodes: 50

The Personal Finance Podcast
Podcast Episodes
The Best and Worst Frugal Habits (Ranked!) [not-audio_url] [/not-audio_url]

Duration: 51:28
Most people think being frugal means cutting every expense. The truth is, some frugal habits build wealth while others actually keep you poor. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event.webi…
How to Retire in 10 Years or Less! [not-audio_url] [/not-audio_url]

Duration: 54:05
Every financial decision you make either moves your retirement closer or pushes it further away. Here is the exact math and plan to retire in 10 years or less. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: http…
The Patient Investor's Playbook with Noah Kerner - CEO of Acorns [not-audio_url] [/not-audio_url]

Duration: 43:05
The CEO of Acorns says 96% of people who trade online lose money. Here is why slow and steady is still the only investing strategy that actually works. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://even…
The Best Ages to Build Wealth (Ranked!) [not-audio_url] [/not-audio_url]

Duration: 42:57
The decade you are in right now is either working for you or against you. Here is how every age stacks up for building wealth ranked from best to worst. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://eve…
Should You Buy Into IPOs (SpaceX, Anthropic, or Open AI) [not-audio_url] [/not-audio_url]

Duration: 15:46
SpaceX. Anthropic. OpenAI. Everyone is talking about investing in these IPOs. Here is what Warren Buffett would say and what you need to know before you touch any of them. 👉 Join Andrew's FREE Masterclass The Portfolio P…
This is THE BIGGEST RISK to Your Retirement Portfolio [not-audio_url] [/not-audio_url]

Duration: 54:51
Two retirees. Same portfolio. Same returns. One ran out of money at 87. The only difference was when the bad years hit. Here is how to make sure you are not the unlucky one. 👉 Join Andrew's FREE Masterclass The Portfolio…
The Insurance Crisis Nobody Is Talking About (With Bob Litterman) [not-audio_url] [/not-audio_url]

Duration: 56:03
Your home insurance bill is not going up because of inflation. It is going up because of a risk that was mispriced for decades and is now coming due. Episode Sponsor Coalition for an Insurable Future Website: https://coa…