The Biggest Retirement Mistakes People Make (Avoid These!) Jesse Cramer

The Biggest Retirement Mistakes People Make (Avoid These!) Jesse Cramer

Author: Andrew Giancola March 28, 2026 Duration: 1:04:56
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! In this episode of The Personal Finance Podcast, Andrew sits down with Jesse to explore critical retirement planning decisions—why Social Security isn't just a math problem and the biggest mistakes people make when claiming, when delaying benefits makes sense versus when claiming earlier is smarter, how married couples should think differently than singles, why Roth conversions are both overused and underused, the danger of overly optimistic return assumptions like 12% or 10%, the number one thing retirees get wrong about their own spending, and the most important actions to take 5-10 years before retirement. Listen to The Business Show here. Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here! Partner Deals Join the loyalty program for renters at joinbilt.com/PFP  Indeed: Start hiring NOW with a SEVENTY-FIVE DOLLAR SPONSORED JOB CREDIT to upgrade your job post at http://Indeed.com/personalfinance Go to http://policygenius.com to get your free life insurance quote. Thanks to Fundrise for Sponsoring the show! Invest in real estate going to http://fundrise.com/pfp   Go to Acorns.com/pfp and start automating your investments and get a $5 bonus today! Get 50% Off Monarch, the all-in-one financial tool at http://www.monarch.com/PFP  DeleteMe: Go to https://joindeleteme.com/PFP20/ and Use Promo Code PFP for 20% off! Connect with Jesse Cramer: Personal Finance For Long-Term Investors Podcast The Best Interest Website X Instagram Linkedin Connect With Andrew on Social Media: Instagram TikTok Twitter Master Money Website Master Money Youtube Channel 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: 100

The Personal Finance Podcast
Podcast Episodes
The Financial Priorities That Matter Most (By Life Stage) [not-audio_url] [/not-audio_url]

Duration: 1:22:00
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: 1:01:37
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: 46:54
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: 54:24
$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: 53:44
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: 51:47
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…
10 Reasons Smart People Are Bad With Money [not-audio_url] [/not-audio_url]

Duration: 52:36
Most high earners are shocked to discover that intelligence can actually work against you when it comes to building wealth. What if the same traits that made you successful in your career are quietly destroying your fina…
How to Invest in Real Estate (In ANY MARKET) with Dave Meyer [not-audio_url] [/not-audio_url]

Duration: 55:18
Join Andrew’s FREE Investing for Beginner’s Masterclass. Click the Link Here 👈 Join the community built to help you master your money, stay accountable, and reach financial freedom. 👉 Join Master Money Academy today! In…
The Best Financial Strategies (BY INCOME!) [not-audio_url] [/not-audio_url]

Duration: 55:07
Join Andrew’s FREE Investing for Beginner’s Masterclass. Click the Link Here 👈 Join the community built to help you master your money, stay accountable, and reach financial freedom. 👉 Join Master Money Academy today! In…