Your Retirement, Your Story

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,...

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 im...

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 dow...

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 wi...

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 c...

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”...

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 fina...

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&m...

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, inflatio...

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 sto...

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 fl...

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 strat...

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 legacie...

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, Lawren...