Your Retirement, Your Story
Lawrence Olivier & Redd Sessions
5.0from 1 ratings
- 17
- Episodes
- 1
- Ratings
- Bi-weekly
- Cadence
- 2025
- First episode
About Your Retirement, Your Story
Welcome to Your Retirement, Your Story, the podcast where hosts Lawrence Olivier and Redd Sessions help you take charge of your financial future. Whether you’re just starting to plan or already enjoying your golden years, each episode offers simple, informative conversations that break down the essentials of retirement planning. With real stories, practical tips, and expert insights, Lawrence and Redd empower you to write your own happy ending – one chapter at a time. Join us for each new episode as we tackle the questions and concerns that matter most, from building your savings to living your dream lifestyle. No matter where you are on your journey, Your Retirement, Your Story is here to remind you that the pen is in your hands and it’s never too late to shape the narrative of your retirement. Tune in and start creating the story you want to live!
- Publisher
- Lawrence Olivier & Redd Sessions
- Category
- business · education
- Language
- en
- Explicit
- No
- First episode
- 22 Oct 2025
- Latest episode
- 22 Sept 2026
Latest episodes
17 episodes in the feed.
22 Sept 2026
What Financial Blind Spots Could Derail Your Retirement?
Most retirement mistakes happen long before retirement begins, and many people don't realize it until their options become limited. In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions discuss the costly mistakes they see most often as people approach retirement. From overlooking tax planning and Roth conversion opportunities to misunderstanding Social Security, required minimum distributions, market risk, and long-term care costs, they explain why preparation matters years before retirement arrives. The conversation also explores the importance of planning for inflation, building sustainable income, and avoiding financial blind spots that can quietly undermine a retirement strategy. Retirement success isn't about luck. It's about recognizing opportunities while there's still time to act. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision… it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
8 Sept 2026
Are Medicare Premium Fears Keeping You from a Bigger Tax Opportunity?
What if the Medicare premium increase everyone fears is actually distracting them from a much larger retirement opportunity? In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions unpack the pros and cons of Roth conversions and why they continue to be one of retirement planning's most talked-about strategies. They discuss how Roth conversions can impact taxes, Medicare IRMAA surcharges, required minimum distributions, and legacy planning. The conversation also explains why timing matters, how tax rates today compare to potential future rates, and why a Roth conversion isn't a one-size-fits-all decision. If you're wondering whether paying more now could create greater flexibility later, this episode explores the trade-offs worth considering. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision… it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
21 Jul 2026
Could Small Decisions Today Cost You in Retirement Tomorrow?
Are the little financial habits you ignore today quietly shaping your retirement tomorrow? In this episode, Lawrence Olivier and Redd Sessions explore how everyday decisions, can have a lasting impact on your retirement. From claiming Social Security and managing taxes, to spending confidently and avoiding the trap of living beneath your means, they discuss why having a written plan matters. The conversation also highlights common mistakes retirees make, including delaying planning for too long or being so focused on saving that they forget to enjoy the life they worked to build. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision… it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
7 Jul 2026
What Happens If You Have to Navigate Retirement Alone?
What happens when you're the only person responsible for every financial, healthcare, and life decision in retirement? In this episode, Lawrence Olivier and Redd Sessions explore the realities of solo aging and why planning ahead becomes even more important when you don't have a spouse or partner to share the load. They discuss common blind spots, including Social Security survivor income, taxes, long-term care, cognitive decline, and choosing trusted decision-makers before they're needed. The clear takeaway: aging solo doesn't have to mean navigating retirement alone. With the right plan, support system, and conversations today, you can prepare for the challenges that may come tomorrow while maintaining greater confidence and independence. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision… it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
23 Jun 2026
Work One More Year… or Retire Sooner? The Real Trade-Off
Does working one more year really change your retirement or just delay it? In this episode, Lawrence Olivier and Redd Sessions unpack the idea sparked by Dr. Oz that an extra year in the workforce could make a meaningful difference. They explore when it might help, and when retiring sooner could make more sense. The conversation also dives into Social Security uncertainty, rising taxes, and the importance of shifting from saving to generating income in retirement. From timing decisions to tax strategies like Roth conversions, this episode highlights how personal circumstances and thoughtful planning play a central role in shaping retirement outcomes. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
9 Jun 2026
Money Talks Couples Avoid, Until It’s Too Late
Are you and your spouse truly on the same page financially or avoiding the conversations that matter most? In this episode, Lawrence Olivier and Redd Sessions explore the essential money talks every couple should have before and during retirement. From building a reliable income plan and preparing for long-term care, to navigating major expenses and creating a clear estate strategy, they break down the topics many couples overlook. The discussion also highlights the risks of one spouse handling everything and the importance of a shared understanding. It’s a practical look at how communication, planning, and preparation can help couples approach retirement more confidently, together. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
19 May 2026
Roth Conversions: When the Pitch Sounds Too Good
If someone promises a “tax‑free” Roth conversion—for a $5,000 fee—it’s time to pause and ask hard questions. In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions unpack a concerning Roth conversion pitch featured in a MarketWatch advice column. Together, they explain why there’s no legal way to convert pre‑tax retirement dollars without paying taxes, how scams and half‑truths show up in retirement planning, and where Roth conversions do legitimately fit. The conversation walks through timing, tax brackets, IRMAA consequences, and why a thoughtful, math‑based plan matters more than emotional or “secret sauce” strategies. A practical discussion rooted in education and healthy skepticism. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
5 May 2026
Understanding the Annuity Puzzle
Annuities are more popular than ever—yet most people still misunderstand what they actually do. In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions unpack the “annuity puzzle” and explain why this tool often gets a bad reputation. They break down the different types of annuities, why some deserve skepticism, and how today’s modern annuities can serve specific purposes like income, growth, and risk management when used appropriately. The conversation covers fees, surrender charges, common red flags, and why “purpose determines placement” when deciding if an annuity belongs in a retirement plan. It’s a practical, no‑jargon discussion designed to replace confusion with clarity. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
10 Mar 2026
The New Retirement Product Everyone’s Talking About
Target date funds and annuities aren’t supposed to collide—but Vanguard just made it happen. In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions unpack Vanguard’s new target date fund with an annuity option and explore what it could mean for retirees. They discuss why convenience can come at the cost of flexibility, how “cookie‑cutter” solutions fall short in retirement, and why income planning requires a different mindset than accumulation. The conversation covers longevity, liquidity, fees, and the importance of tailoring income strategies to real‑life needs. At the center of it all is a simple idea: retirement planning works best when it reflects your situation—not a one‑size‑fits‑all product. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
17 Feb 2026
Money Math Isn’t the Hard Part — THIS Is
Money avoidance, fear of judgment, and unspoken assumptions quietly shape the way people plan for retirement. In this episode of Your Retirement, Your Story, Lawrence Olivier and Redd Sessions explore the psychology behind working with a financial advisor and why emotions often matter as much as the math. From childhood money scripts to generational differences, they discuss why people avoid financial conversations, how fear of failure shows up at every wealth level, and what builds real trust between clients and advisors. The conversation centers on transparency, judgment‑free guidance, and aligning financial plans with personal values — so retirement reflects the life you want, not just the numbers on a spreadsheet. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
13 Jan 2026
Expect the Unexpected: Retirement Lessons from the Cosmos
What do comets, market crashes, and retirement have in common? In this episode of “Your Retirement, Your Story,” Lawrence Olivier and Redd Sessions tackle the unpredictable side of retirement planning. From preparing for the unexpected to managing emotions during market swings, they discuss how to build flexibility into your financial plan, create steady income, and keep panic at bay—even when headlines spark fear. Discover why adaptability, clear strategies, and honest conversations matter more than ever for your peace of mind in retirement. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
30 Dec 2025
The New Rules of Retirement: Are You Ready for Change?
What does it really take to start the new year with financial confidence? In this episode of “Your Retirement, Your Story,” retirement experts Lawrence Olivier and Redd Sessions unpack the strategies and mindsets that matter most for retirees and pre-retirees. From Roth conversions and tax law changes to balancing growth and stability, they explore how to navigate uncertainty, inflation, and the emotional side of retirement. If you’re ready to rethink your approach and adapt to a changing financial landscape, this conversation offers practical insights and real-world stories for your journey ahead. If you’re ready to start planning your future with uncompromised integrity, or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
16 Dec 2025
The Conversation Families Can’t Afford to Avoid: Aging Parents & Long-Term Care
What happens when families avoid the tough talk about caring for aging parents? In this episode, estate planning experts Lawrence Olivier and Redd Sessions unpack the emotional and financial realities of long-term care. From staggering healthcare costs to the pitfalls of Medicaid’s five-year look-back, they reveal why proactive conversations and smart planning matter more than ever. Real stories and practical advice illuminate how families can protect their assets, avoid costly mistakes, and ensure loved ones are cared for with dignity. If you’ve ever wondered when—or how—to start this conversation, this episode offers clarity and encouragement for every generation. If you’re ready to start planning your future with uncompromised integrity, or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
2 Dec 2025
The Year-End Checklist That Could Change Your Retirement Story
What if your biggest retirement mistake is clinging too tightly to your savings? As the year winds down, Lawrence Olivier, and Redd Sessions reveal why end-of-year financial planning is about more than just numbers—it’s about mindset. From Roth conversions and RMDs to the emotional hurdles of spending in retirement, this episode explores the crucial steps to take before the calendar flips. Discover how reviewing your tax strategy, withdrawals, and even charitable giving can help you write a retirement story you’ll actually enjoy. With practical advice and a few laughs, this conversation is your reminder: failing to plan is planning to fail. If you’re ready to start planning your future with uncompromised integrity, or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
22 Oct 2025
The Three Dogs of Investing: Who’s Really Guarding Your Wealth?
Which financial “dog” is really guarding your retirement? In this episode, Lawrence Olivier and Redd Sessions break down the personalities of banks, insurance companies, and the stock market—revealing how each can help or bite when it comes to protecting your wealth. Through real stories and practical insights, they show why no single investment is perfect and how combining strategies creates a plan that fits your unique story. If you’re wondering which financial companion is right for you, this lively conversation makes complex choices fun and personal. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
22 Oct 2025
From Cookie-Cutter to Custom: The Art of Retirement Planning
What if your retirement plan could reflect your unique story, not just your numbers? In this debut episode of “Your Retirement, Your Story,” Lawrence Olivier and Redd Sessions reveal why retirement planning is never one-size-fits-all. With decades of experience, they share how attention to detail, teamwork, and understanding each client’s personal journey lead to powerful legacies and confident retirements. From navigating family dynamics to building a plan that adapts to life’s changes, this conversation uncovers the real factors that shape a fulfilling retirement. Discover why your future deserves more than a cookie-cutter approach. If you’re ready to start planning your future with uncompromised integrity or simply want to learn more about how to protect your legacy, visit OlivierSafeRetirement.com (https://oliviersaferetirement.com/). Don’t forget to subscribe, leave a review, and share this episode with someone who’s thinking about their next chapter. Your retirement is more than a financial decision — it’s your story. See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
22 Oct 2025
Your Retirement, Your Story Trailer
Welcome to Your Retirement, Your Story, the podcast where hosts Lawrence Olivier and Redd Sessions help you take charge of your financial future. Whether you’re just starting to plan or already enjoying your golden years, each episode offers simple, informative conversations that break down the essentials of retirement planning. With real stories, practical tips, and expert insights, Lawrence and Redd empower you to write your own happy ending – one chapter at a time. Join us for each new episode as we tackle the questions and concerns that matter most, from building your savings to living your dream lifestyle. No matter where you are on your journey, Your Retirement, Your Story is here to remind you that the pen is in your hands and it’s never too late to shape the narrative of your retirement. Tune in and start creating the story you want to live! See omnystudio.com/listener (https://omnystudio.com/listener) for privacy information.
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