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
Focus on THIS in Retirement (Everything Else is Noise) [not-audio_url] [/not-audio_url]

Duration: 45:45
The retirement equation is simpler than most people think. The problem is nobody ever told them which variables they actually get to decide. Here is the framework that fixes that. 👉 Join Andrew's FREE Masterclass The Por…
How to Build Your Investment Portfolio (The Portfolio Pyramid!) [not-audio_url] [/not-audio_url]

Duration: 1:04:45
Most new investors start building their portfolio completely backwards. Here is the exact framework to build it the right way from the very first dollar. 👉 Join Andrew's FREE Portfolio Pyramid Masterclass. What You'll Le…
How to Invest Your First $10K [not-audio_url] [/not-audio_url]

Duration: 51:52
Saving $10,000 is a milestone. Investing it correctly is a life changer. Here is the step-by-step plan to do it right. 👉 Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode The seven…
The Financial Priorities That Matter Most (By Life Stage) [not-audio_url] [/not-audio_url]

Duration: 1:16:44
Single, married, kids, divorced, retired. Every stage of life has a completely different set of financial rules. Here is exactly what to prioritize at every stage of your financial life. 👉 Join Andrew's FREE Investing fo…
AI Is Coming for Your Job. Here's How to Prepare Financially. [not-audio_url] [/not-audio_url]

Duration: 56:21
What if the biggest financial threat of 2026 is not a recession or a market crash, but a technology that is already quietly replacing people in your industry? 👉 Join Andrew's FREE Investing for Beginners Masterclass What…
How to Reduce Your Car Insurance (And Save Thousands) [not-audio_url] [/not-audio_url]

Duration: 41:36
Car insurance premiums are up 30% and most people have no idea they have the power to push back. This episode gives you that power in 10 steps. 👉 Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn…
The 3 Major Financial Milestones (This Will Change Your Life) [not-audio_url] [/not-audio_url]

Duration: 49:15
$10,000. $100,000. $1,000,000. Three numbers. Three moments where your entire financial life shifts. Here is what to do at each one. 👉 Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Epi…
How to Fix Your Finances If You Make $100,000 (and Still Feel Broke) [not-audio_url] [/not-audio_url]

Duration: 48:32
You make six figures. You should feel ahead. So why does it still feel like you're barely getting by? 👉 Join Andrew's FREE Investing for Beginners Masterclass. What You'll Learn in This Episode Why 44% of people earning…
How to Plan Your Retirement (By Age!) [not-audio_url] [/not-audio_url]

Duration: 46:23
Retirement is not an age. It is a number. However, most people have no idea what their retirement number actually is. What if you could calculate it clearly and know exactly where you stand every year? Andrew will walk y…