Managing Concentrated Stock in Retirement

Managing Concentrated Stock in Retirement

The emotional attachment to a company that helped you build your wealth can make it difficult to make rational decisions about when to sell. This episode breaks down the data showing why only a small fraction of stocks create long-term wealth and how you can use strategies to transition out of a concentrated position while maintaining your financial security. Chapters: 00:00 Retirement Landmine Intro 00:44 How Much Is Too Much 03:33 Intel Crash Cautionary Tale 05:03 Biases And Stock Odds 21:40 Planning Tools And Exit Strategies 36:34 Exchange Fund Basics 37:30 Capacity And Diversification Limits 39:13 Lockups And Tax Reality 41:03 Collars For Downside Protection 46:02 Direct Indexing Tax Harvesting 49:09 Tracking Error And Wash Sales 51:30 Beware Shiny Tax Products 55:22 Opportunity Zones Reality Check 56:23 Leverage And Margin Loan Risks 01:05:33 Wrap Up Key Takeaways Links & resources from this episode: - Hendrik Bessembinder study: https://papers.ssrn.com/sol3/papers.cfm?abstract_id=3537838 - Visit our website: https://makingretirementmakesense.com Find the full audio show wherever you get your podcasts:  - Apple — https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561 - Spotify — https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts LIKE & SUBSCRIBE for new videos every week: https://www.youtube.com/@MakingRetirementMakeSense Follow Making Retirement Make Sense on all social platforms: - Facebook: https://www.facebook.com/profile.php?id=61580093698229 - LinkedIn: https://www.linkedin.com/company/MakingRetirementMakeSense/ - X: https://x.com/MRMSPodcast Disclosure This channel contains general educational information only. Nothing contained herein should be construed as a solicitation to buy or sell any security or as an offer to provide investment advice.

How Inheritances Really Fit Into a Retirement Plan

Many people assume an inheritance will simply “work itself out,” but small estate planning oversights can quietly create tax problems, family conflict, and long delays. In this episode, we explain how inheritances actually work—and how to plan so money goes where you intend without unnecessary friction. Chapters: 00:00 Inheritance Planning Intro 00:38 Lincoln Without a Will 01:22 Wills Titles Beneficiaries 05:37 Trust Funding Pitfalls 07:54 Probate Costs Privacy 10:41 Executor Duties Checklist 35:20 Sandwich Generation Choices 36:25 Gifting While Living 39:14 Should Kids Know 43:06 Inherited IRA Tax Rules 49:43 Step Up and In Kind 58:28 Fiduciaries and Estate Updates Links & resources from this episode: - Visit our website: https://makingretirementmakesense.com [https://makingretirementmakesense.com] - Cerulli article:https://www.cerulli.com/press-releases/cerulli-anticipates-124-trillion-in-wealth-will-transfer-through-2048 [https://www.cerulli.com/press-releases/cerulli-anticipates-124-trillion-in-wealth-will-transfer-through-2048] Find the full audio show wherever you get your podcasts:  Apple — https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561 [https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561] Spotify — https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts [https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts] LIKE & SUBSCRIBE for new videos every week: https://www.youtube.com/@MakingRetirementMakeSense [https://www.youtube.com/@MakingRetirementMakeSense] Follow Making Retirement Make Sense on all social platforms: - Facebook: https://www.facebook.com/profile.php?id=61580093698229 [https://www.facebook.com/profile.php?id=61580093698229] - LinkedIn: https://www.linkedin.com/company/MakingRetirementMakeSense/ [https://www.linkedin.com/company/makingretirementmakesense/] - X: https://x.com/MRMSPodcast [https://x.com/MRMSPodcast] Disclosure This channel contains general educational information only. Nothing contained herein should be construed as a solicitation to buy or sell any security or as an offer to provide investment advice.

From Paychecks to Purpose: Building a Meaningful Retirement Life

Most people think retirement readiness is about hitting a number, but that’s only part of the story. In this episode, we explore the emotional and identity shifts that determine whether retirement becomes deeply fulfilling—or quietly disappointing. Fritz Gilbert is the Founder of The Retirement Manifesto, an award-winning blog focused on “Helping People Achieve A Great Retirement.” He is the author of “Keys to a Successful Retirement - Staying Happy, Active and Productive in Your Retired Years.” Fritz retired in 2018 at age 55 after a 33-year career in Corporate America and enjoys sharing the lessons he’s learned to help others on their journey. You can follow Fritz on Twitter, Facebook, or on his blog. Chapters 00:00 Introduction to the Podcast  00:34 Meet the Hosts and Guest  01:16 Fritz Gilbert's Journey to Retirement  02:57 Preparing for Retirement: Financial and Emotional Readiness  04:41 Dana's Perspective on Retirement  08:49 The Importance of Identity and Purpose in Retirement  13:46 Navigating the Phases of Retirement  27:45 Maintaining Health and Fitness in Retirement  30:41 Rediscovering Fitness in Retirement  31:09 Embracing New Fitness Routines  32:53 The Role of Technology in Fitness  33:40 Community and Social Connections  36:03 Inspiring Stories of Active Seniors  38:01 Freedom for Fido: A Charitable Endeavor  42:23 Finding Purpose Through Volunteering  46:44 Relocating for a Fulfilling Retirement Links & resources from this episode: - Visit our website: https://makingretirementmakesense.com - Keys to a Successful Retirement book: https://a.co/d/06IBa19o Find the full audio show wherever you get your podcasts:  - Apple — https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561 - Spotify — https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts LIKE & SUBSCRIBE for new videos every week: https://www.youtube.com/@MakingRetirementMakeSense Follow Making Retirement Make Sense on all social platforms: - Facebook: https://www.facebook.com/profile.php?id=61580093698229 - LinkedIn: https://www.linkedin.com/company/MakingRetirementMakeSense/ - X: https://x.com/MRMSPodcast Disclosure This channel contains general educational information only. Nothing contained herein should be construed as a solicitation to buy or sell any security or as an offer to provide investment advice.

Social Security Claiming Strategies for a Secure Retirement

Choosing when to claim Social Security is an irrevocable decision that significantly impacts your long-term financial security. This episode breaks down the pros and cons of claiming early versus delaying, helping you build a strategy that fits your specific needs rather than following general rules of thumb. Chapters: Links & resources from this episode: * Visit our website: https://makingretirementmakesense.com [https://makingretirementmakesense.com] * Bipartisan Policy Center article: https://bipartisanpolicy.org/article/social-security-claiming-age-importance-claiming-behavior-and-trends/ [https://bipartisanpolicy.org/article/social-security-claiming-age-importance-claiming-behavior-and-trends/] * WSJ article: https://www.wsj.com/personal-finance/retirement/delay-social-security-retirement-cc6e1bbc?gaa_at=eafs&gaa_n=AWEtsqejPzh6kylw1IoijU-Nta5VkxfiA00SyGpR3fHSxg2Jrl9HzqRqTn1c76YomvQ%3D&gaa_ts=69126d1b&gaa_sig=AOKRoRLNcitSd_P1smLrbJDZqzD0xuyyq8-kngldpBJHhhtOR3wTjXFfHbRXy6P2Gvh8E4DffFqmfFtQ6beI-A%3D%3D [https://www.wsj.com/personal-finance/retirement/delay-social-security-retirement-cc6e1bbc?gaa_at=eafs&gaa_n=AWEtsqejPzh6kylw1IoijU-Nta5VkxfiA00SyGpR3fHSxg2Jrl9HzqRqTn1c76YomvQ%3D&gaa_ts=69126d1b&gaa_sig=AOKRoRLNcitSd_P1smLrbJDZqzD0xuyyq8-kngldpBJHhhtOR3wTjXFfHbRXy6P2Gvh8E4DffFqmfFtQ6beI-A%3D%3D] * Laurence Kotlikoff substack: https://larrykotlikoff.substack.com/p/why-delaying-your-social-security [https://larrykotlikoff.substack.com/p/why-delaying-your-social-security] * Kitces article: https://www.kitces.com/blog/discount-rate-delaying-social-security-benefits-retirement-planning/ [https://www.kitces.com/blog/discount-rate-delaying-social-security-benefits-retirement-planning/] Find the full audio show wherever you get your podcasts:  * Apple — https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561 [https://podcasts.apple.com/us/podcast/making-retirement-make-sense/id1865029561] * Spotify — https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts [https://open.spotify.com/show/2eOvIUMulgZUzUTGpzYrts] LIKE & SUBSCRIBE for new videos every week: https://www.youtube.com/@MakingRetirementMakeSense [https://www.youtube.com/@MakingRetirementMakeSense] Follow Making Retirement Make Sense on all social platforms: * Facebook: https://www.facebook.com/profile.php?id=61580093698229 [https://www.facebook.com/profile.php?id=61580093698229] * LinkedIn: https://www.linkedin.com/company/MakingRetirementMakeSense/ [https://www.linkedin.com/company/MakingRetirementMakeSense/] * X: https://x.com/MRMSPodcast [https://x.com/MRMSPodcast] Disclosure This channel contains general educational information only. Nothing contained herein should be construed as a solicitation to buy or sell any security or as an offer to provide investment advice.

Protecting Your Retirement from Financial Fraud

Financial fraud is becoming more sophisticated, and retirees are being targeted in ways most people don’t expect. In this episode, we explain the most common scams we’re seeing today and how to reduce your risk without overcomplicating your life. * (00:32) -  Introduction and Overview * (01:01) - Shocking Statistics on Financial Fraud * (10:57) - Protecting Yourself: Tips and Tools * (31:18) - Spotting Email Scams and Phishing Tactics * (33:03) - Credit Freezing and Monitoring: Pros and Cons * (39:08) - Elder Abuse and Financial Fraud * (50:00) - Ponzi Schemes and Investment Scams Links & resources from this episode: * Visit our website: https://makingretirementmakesense.com [https://makingretirementmakesense.com/] * Wall Street Journal: https://www.wsj.com/tech/cybersecurity/disney-employee-ai-tool-hacker-cyberattack-3700c931 [https://www.wsj.com/tech/cybersecurity/disney-employee-ai-tool-hacker-cyberattack-3700c931] * The Street: https://www.thestreet.com/retirement/got-a-letter-from-the-supreme-court-its-a-scam [https://www.thestreet.com/retirement/got-a-letter-from-the-supreme-court-its-a-scam] * Hive Systems: https://www.hivesystems.com/password-table [https://www.hivesystems.com/password-table] * Retirement Income Institute: https://www.protectedincome.org/wp-content/uploads/2023/12/IN-10-Heye_v1.pdf [https://www.protectedincome.org/wp-content/uploads/2023/12/IN-10-Heye_v1.pdf] * Report Fraud to FTC: https://reportfraud.ftc.gov/ [https://reportfraud.ftc.gov/] * AARP Fraud Hotline: https://www.aarp.org/money/scams-fraud/about-fraud-watch-network/ [https://www.aarp.org/money/scams-fraud/about-fraud-watch-network/] LIKE & SUBSCRIBE for new videos every week: https://www.youtube.com/@MakingRetirementMakeSense [https://www.youtube.com/@MakingRetirementMakeSense] Follow Making Retirement Make Sense on all social platforms: * Facebook: https://www.facebook.com/profile.php?id=61580093698229 [https://www.facebook.com/profile.php?id=61580093698229] * Instagram: https://www.instagram.com/MakingRetirementMakeSense [https://www.instagram.com/MakingRetirementMakeSense] * LinkedIn: https://www.linkedin.com/company/MakingRetirementMakeSense [https://www.linkedin.com/company/makingretirementmakesense/] * X: https://x.com/MRMSPodcast [https://x.com/MRMSPodcast] Disclosure This channel contains general educational information only. Nothing contained herein should be construed as a solicitation to buy or sell any security or as an offer to provide investment advice.