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
How to Become a Stealth Wealth Millionaire (With JC Rodriguez) [not-audio_url] [/not-audio_url]

Duration: 58:50
Real millionaires do not look rich. They look boring on purpose, and that is exactly how they got there. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/q05p7b65?webina…
How to Shave Off 7+ Working Years and Retire Early! [not-audio_url] [/not-audio_url]

Duration: 52:03
Most people try to retire early by saving more and spending less. The people who actually pull it off use these six strategies instead. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com…
Is the American Dream Dead? (With Freddie Smith) [not-audio_url] [/not-audio_url]

Duration: 55:55
Millennials and Gen Z are not broke because of laziness but a broken system. Here is what is actually going on and what you can do about it. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarja…
How Companies Are Quietly Robbing You! With Lindsay Owens [not-audio_url] [/not-audio_url]

Duration: 52:05
The store already knows how much you are willing to pay. They are just waiting for the right moment to charge you that exact amount. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q0…
12 Financial Rules of Thumb That Let You Spend More on What You Love [not-audio_url] [/not-audio_url]

Duration: 16:18
What if the secret to spending more on what you love is not making more money but having better rules for how you spend it? 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/regis…
How to RETIRE BY 30! (With Cody Berman) [not-audio_url] [/not-audio_url]

Duration: 58:48
Nobody teaches you that financial independence is a spectrum. Here is the mindset shift that changed everything. 👉 Join Andrew's FREE Masterclass The Portfolio Pyramid: https://event.webinarjam.com/q05p7/register/o37wxuz…
How to Manage Your Money (and Still Enjoy Life) [not-audio_url] [/not-audio_url]

Duration: 52:11
Managing money does not have to mean giving up the things you love. Here is the system that lets you do both at the same time. 👉 Join Andrew's ⁠FREE Masterclass The Portfolio Pyramid.⁠ What You'll Learn in This Episode T…
The Housing Market Is Rigged (Here's How to Beat It) With David Sidoni [not-audio_url] [/not-audio_url]

Duration: 47:16
What if the thing keeping you out of the housing market is not the market at all but the advice you have been given? 👉 Join Andrew's ⁠FREE Masterclass The Portfolio Pyramid.⁠ What You'll Learn in This Episode Why the 20%…