If You're Looking to Determine When You Can Stop Working, Start…

For free and unbiased Medicare help, dial 510-961-3329 to speak with my trusted partner, Chapter, or go to https://askchapter.org/erin How do you actually know when you can stop working? Most people are saving for retirement without ever calculating what retirement truly requires. In this video, I walk through a practical framework to help you determine when you can retire, how much money you need, and whether you are financially and psychologically ready to stop working. We cover the real math behind retirement planning, including retirement income needs, portfolio withdrawal rates, Social Security timing, tax-efficient withdrawal strategies, healthcare costs, and sequence of returns risk. We also explore something most retirement planning videos ignore: the behavioral side of retirement. For many people, the biggest obstacle is not money. It is identity, purpose, and learning how to stop earning. In this video, we discuss: • How to calculate your retirement number • How much money you need to retire comfortably • The 4% rule and withdrawal strategies • Social Security claiming strategies • Roth conversions and retirement tax planning • Healthcare costs before Medicare • Early retirement planning • Retirement readiness beyond the numbers If you have ever asked yourself, “When can I retire?”, “Can I stop working at 55?”, or “Will my money last?”, this video is for you. Retirement is not just about hitting a number. It is about aligning your money, tax strategy, and life so work becomes optional. 00:00 - Intro: When Can You Actually Stop Working? The Real Framework 00:59 - What “Stop Working” Really Means: The Three Versions of Retirement 02:39 - Start With Spending, Not Income: Your True Retirement Number 04:07 - Build Your Income Floor First: Why Social Security Timing Is Huge 05:36 - Run the Core Math: From Income Gap to Portfolio Number 07:26 - Stress Test for Sequence Risk: Surviving a Bad-Timing Market 09:18 - The Levers That Move Your Date: Social Security Timing and Tax Strategy 10:49 - Lever 3: The Pre-65 Healthcare Bridge 11:46 - Making Medicare Simpler With Chapter 12:42 - Lever 4: The Quiet Power of One More Year 13:08 - The Question Almost Nobody Asks: Can You Emotionally Tolerate Not Earning? 14:33 - Your Retirement Readiness Score: Rate Yourself 1–10 15:26 - The Bottom Line and Your Homework This Week 17:25 - Bloopers Chapter and its affiliates are not connected with or endorsed by any government entity or the federal Medicare program. Chapter Advisory, LLC represents Medicare Advantage HMO, PPO, and PFFS organizations and stand alone prescription drug plans that have a Medicare contract. Enrollment depends on the plan’s contract renewal. While we have a database of every Medicare plan nationwide and can help you to search among all plans, we have contracts with many but not all plans. As a result, we do not offer every plan available in your area. Currently we represent 50 organizations which offer 18,160 products nationwide. We search and recommend all plans, even those we don’t directly offer. You can contact a licensed Chapter agent to find out the number of products available in your specific area. Please contact Medicare.gov, 1-800-Medicare, or your local State Health Insurance Program (SHIP) to get information on all of your options. Erin Moriarity has a financial relationship with Chapter and may receive compensation if you use this affiliate link. Chapter is not affiliated with Root Financial Partners, LLC. Connect with me on LinkedIn for charts & daily retirement insights:   / erintalksmoney   Some of my favorite books: https://amzn.to/3KF3tlr Camera & equipment I use: https://amzn.to/3Z20lof Join the family & subscribe to my channel here:    / erintalksmoney   Thanks for watching, I appreciate you!