Retiring Today

Retirement isn’t a single event, it’s a journey that can span 20, 30 or even 40 years. The financial decisions you face at age 50 may look very different from the ones you’ll encounter in your 60s, 70s and beyond. In this episode, we explore the key planning priorities that often emerge during each decade of retirement and how those decisions can affect your long-term financial picture. From decid...

What role can annuities play in retirement planning, and how do you know if they may be worth considering? In this episode, we break down the pros, cons and complexities of annuities in a practical, easy-to-understand way. From income features and potential downside protection to fees, surrender charges and liquidity concerns, you’ll learn why annuities may be a helpful tool for some retirees, but...

What does it take to build a retirement plan designed to support you for 20, 30 or even 40 years? In this episode, Loren Merkle, Molly Nelson and Haley Gutschenritter explain why owning IRAs, 401(k)s, annuities and savings accounts does not automatically create a retirement strategy. Using the analogy of construction blueprints versus tools, they explain how a written retirement plan can help coor...

Even if you already have an estate plan in place, there’s a good chance it may not work the way you think. In this episode, Loren Merkle, Molly Nelson, and guest attorney Charlie Bottenberg of Brick Gentry P.C. discuss how estate planning has evolved — and why outdated documents, old trust language, and overlooked beneficiary designations could create unintended tax consequences, probate issues, o...

Most retirees no longer have a pension, and that changes everything about how you build retirement income. If you've ever felt like retirement planning is harder than it used to be, this episode explains exactly why, and what you can do about it. Ready to take your first step in retirement planning? Schedule a RetireReady Call at https://bit.ly/42nu7qP Download your copy of the Retiring Today...

A massive $124 trillion is expected to pass from one generation to the next over the next 20 years, but most families aren’t talking about it. In this episode, Retirement Planners Loren Merkle and Clint Huntrods break down why inheritance conversations are often avoided, the disconnect between parents and children, and how a lack of communication can impact both finances and family relationships....

Social Security is the elephant in the room when it comes to retirement planning. Everyone knows the decision is there, but between your neighbor who claimed at 62 and your coworker waiting until 70, it's hard to know what you should actually do. For a married couple, this decision can impact over a million dollars in lifetime retirement income. For a single filer, it can impact $500,000 or mo...

If 65 has been your retirement target, ask yourself why. For most people it comes down to one thing, health care before Medicare kicks in. The good news is there are more options than most people realize. Retiring before 65 involves more than just solving the health care gap. You also need a plan for your taxes, your investments, your income, and how long that money needs to last. This episode wal...

Imagine retiring with $750,000 and watching it drop by 30% in year one. A market drop like that can have a real impact on your retirement income. In this episode, we break down the bucket strategy, a way to divide your money into three buckets designed to help protect your income during market downturns. We also cover how to evaluate the risk you’re currently taking and how it may need to change i...

Last year, 1.1 million people were laid off, numbers not seen since 2020. And 40% of people retire earlier than they planned. If a layoff or buyout is on your radar, the decisions you make about health care, taxes, and your 401(k) will follow you for the rest of your retirement. Key Takeaways: ✅ Losing your job doesn't mean losing your health insurance. COBRA can keep you covered for up to 18...

You saved. You planned. You built a $2 million IRA, but every dollar in that account has never been taxed before. The question was never if you'd pay taxes on it, the question is how much? With proactive strategies in place, you may be able to keep a lot more of that money than you'd expect. In this episode, Loren Merkle and Clint Huntrods walk through three strategies for pre-retirees sit...

If retirement taxes feel confusing, you’re not alone. Pre-tax accounts, Roth accounts, required minimum distributions (RMDs), Social Security taxes—there are a lot of rules, and they don’t always work the way people expect. In this episode, we explain retirement taxes in plain language so you can understand how your accounts are taxed, why confusion is so common, and how planning ahead can create...

When you think about retirement, what do you see yourself doing? A lot of people don't have an answer to that question, and that's where loneliness can start to creep in. This episode looks at the AARP 2025 loneliness survey, which found that 40% of adults over 45 report feeling lonely. That's the highest it's been since they started tracking this back in 2010. We talk about why lo...

A Roth conversion means paying taxes now instead of later, but is it the right move for your retirement? We'll explain exactly how Roth conversions work, walk through a $100k example that shows the actual tax impact over 25 years, and give you three critical questions to ask before you convert. Whether you're planning for retirement or already there, this episode can help you decide if a R...

Most people think of their 401(k) as their retirement plan. Your 401(k) tells you your balance, but it doesn't answer the questions that actually matter: "When can I retire?" "How much can I safely spend each month?" "What about health insurance before age 65?" This episode breaks down what a comprehensive retirement plan looks like and why having it in writing ch...

A common saying is you need a million dollars for retirement, but what does that actually mean for you? In today's episode, you'll meet Tom and Sandy. They have $1 million saved for retirement at age 65, and in their first iteration of their plan, the money was going to run out at age 79. Instead of panicking or giving up on retirement, we tested different strategies to see what actually w...

If you have $1 million saved for retirement, how long will it last? We put this question to the test with four different spending scenarios, and the results might change how you think about your retirement plan. What we cover 00:00 Intro 00:30 The #1 Question Retirees Ask About Their Savings 01:30 Why Stress Testing Your Portfolio Matters 03:18 Scenario 1: 40k Withdrawal 06:25 Scenario 2: 50k With...

In July of 2025, Washington passed the One Big Beautiful Bill Act, and it's changing retirement tax planning in ways most people haven't heard about yet. If you plan proactively, these changes could save you thousands on your retirement tax bill. But it's not just this one bill. Congress has been consistently changing the rules around retirement—from RMD ages shifting multiple times in...

If retirement is starting to feel real, there are important decisions that need to be addressed before that final paycheck. In this episode, we walk through our Retirement Ready Checklist, a 9-step process we use to help families understand what deserves attention before retirement, not after. It’s designed to bring clarity, confidence, and organization to one of the biggest transitions of your li...

The One Big Beautiful Bill (OBBB) is one of the most significant tax updates in recent years—and for retirees, it’s not just about what changed, but how it affects real-world decisions. From a new $6,000 deduction for seniors to changes in how overtime, tips, and even mortgage interest are taxed, these changes can have a significant impact on your retirement plan. What You Should Know 👉 The $6,00...

New tax legislation can unlock opportunities—or create surprises—if you don’t understand the fine print. In this episode, we walk through the One Big Beautiful Bill and how key provisions could affect retirees and pre-retirees. From the senior bonus standard deduction to charitable giving updates, SALT cap changes, and estate-tax thresholds, we show where planning matters and how timing can shape...

Every stage of life brings new financial milestones, and retirement is no different. From your 50s through your 70s, there are decisions you will make that can significantly affect your confidence, income, and lifestyle in retirement. In this episode, the Retiring Today team showcases our first digital magazine — Your Retirement Milestone Guide. This new resource is designed to help you see the fu...

Is it true you have to enroll in Medicare at 65 even if you're still working? Will Medicare cover all of your health care needs? What actually happens if you enroll late? There’s a lot of confusion around Medicare — but understanding how it works before you enroll can help you feel more confident about the choices you need to make. In this episode, we walk through common Medicare assumptions a...

In this Indiana Jones–inspired episode, we return to the Cave of Question to tackle one of the biggest challenges facing those 55 and older: How do I start planning for retirement? It’s easy to feel lost in the maze of decisions around Social Security, Roth conversions, Medicare, and more. That’s why this journey is about more than finding answers, it’s about uncovering the Compass of Clarity. To...

Enter the "Cave of Questions" in this Halloween-themed episode of Retiring Today, where we take you on an Indiana Jones-inspired adventure to uncover what really matters in retirement planning — especially if you're 55 and wondering, "Do I have enough?" As we search for the Hourglass of Time, we break down the six essential pillars of retirement planning: lifestyle, income,...