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
Why a Mini Retirement Can Change Your Life [not-audio_url] [/not-audio_url]

Duration: 50:34
You do not have to wait until 65 to actually use your money. There is a version of retirement you can take at 35, at 40, at 45, and Andrew breaks down exactly what it costs, who should not do it, and the step-by-step pla…
5 Side Hustles That Can Turn Into a Full Time Income (Part 4) [not-audio_url] [/not-audio_url]

Duration: 43:18
Everyone is chasing the shiny online business while a guy with a pickup truck quietly clears six figures organizing other people's junk. Here are five unglamorous businesses you can start on nights and weekends, with the…
Why Your Healthcare Costs Keep Rising with Dr. Jordan Grumet [not-audio_url] [/not-audio_url]

Duration: 54:15
Healthcare costs have been climbing around 7% a year. Andrew sits down with Doc G (Dr. Jordan Grumet), hospice physician and author of The Healthcare Heist, to break down exactly how a routine ER visit turns into a five-…
The System to Pay Cash For Cars (and NEVER Have a Payment Again!) [not-audio_url] [/not-audio_url]

Duration: 58:38
The average American spends over $900 a month on car payments for a depreciating asset. Here is how to stop and what to do with that money instead. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: https://event…
Are Trump Accounts Worth It? (And What's Actually Better) [not-audio_url] [/not-audio_url]

Duration: 43:15
The government just created a brand new account that hands your kid $1,000 in free money from birth. Here is everything you need to know before you miss the window. 👉 Join Andrew’s FREE Investing for Beginner’s Mastercla…
How Much More Expensive Has Life ACTUALLY Become Since 2020? [not-audio_url] [/not-audio_url]

Duration: 48:30
That $100 you had in 2020 only buys $77 worth of goods today. Here is exactly how much more expensive every single category of your life has become since then. 👉 Join Andrew’s FREE Investing for Beginner’s Masterclass: h…