Retiring Today

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,...

Inheriting assets can carry emotional weight and financial complexity. In this episode of Retiring Today, we explain the five most common types of inherited assets and how they're taxed, transferred, and treated under current rules. Key Takeaways: - The five main asset types: cash, brokerage accounts, retirement accounts, real estate, and insurance/annuities. - Why inherited IRAs come with a 1...

Planning for retirement means more than saving money—it means preparing for the realities that can shape your future. Today, we count down the top 10 retirement wake-up calls that reveal what many retirees wish they had known sooner. This episode speaks directly to individuals and families ages 55+ preparing for retirement. It’s a reminder that the most confident retirements begin with thoughtful...

Many investors fall into recognizable patterns—behaviors that can create challenges during retirement. Whether it’s reacting too quickly to market swings, holding onto the wrong investments, or waiting for the perfect moment that never comes, these habits can affect your long-term retirement goals. In this episode, you’ll meet four common investor types: the panic seller, the sideliner, the clinge...

When it comes to investing for retirement, not all the advice you hear is accurate or helpful. Today, we’re putting eight common retirement investment beliefs to the test in a round of Retirement Fact or Fiction. Drawing on real-life examples, historical data, and years of helping families and individuals plan for retirement, Loren Merkle and Haley Gutschenritter join Molly Nelson to explain why s...

Retirement planning isn’t just about your investments — it’s about your lifestyle, your goals, and how you want to live every single day after you stop working. In this episode of Retiring Today, we reveal seven essential questions that every financial advisor should ask you as you prepare for retirement. From Social Security election strategies to building recession-resistant income, this convers...

Many Americans approaching retirement ask, “How do I stack up?” In this episode, Loren Merkle and Chawn Honkomp explore how average retirement savings vary by age and income—and why those numbers don’t tell the whole story. While national benchmarks offer context, your retirement readiness depends on your lifestyle, where you live, and the strategies outlined in your retirement plan. Discover how...

Market swings can feel unsettling, especially as retirement approaches. In this episode of Retiring Today, Loren Merkle and Clint Huntrods join Molly Nelson to explain why some of the best market days often follow the worst—and what that means for your retirement investments. They discuss how emotions, world events, and economic uncertainty influence markets, and how a retirement plan can help you...

Long-term care is one of the most overlooked—but essential—parts of retirement planning. This episode breaks down what long-term care actually includes, how much it may cost, and why it’s important to have a plan that integrates long-term care before exploring insurance options. A hypothetical example illustrates how long-term care costs can affect a retirement portfolio and the types of solutions...

Taxes don’t stop when your paycheck does, and what you think you know about taxes in retirement could cost you. In this episode of Retiring Today, we break down five common assumptions about retirement taxes and reveal whether they’re fact or fiction. Each statement is explored in detail to help you understand how retirement income, account types, and where you live can all shape your future tax b...

Legacy planning is more than just deciding who gets what—it's about making things easier for your loved ones and making sure your wishes are honored. This episode walks through five common estate planning mistakes that can cause stress, confusion, and financial problems down the road. We talk about the power of updating your beneficiaries, why having a will or trust matters, and how to make su...

You’ve saved, you’ve budgeted, and you’ve run the numbers—but have you really thought about how you’ll live in retirement? In this episode, we highlight common lifestyle pitfalls that can lead to boredom, frustration, or missed opportunities. We explore four key traps many retirees fall into: making emotional decisions, spending too little out of fear, letting others’ opinions influence your choic...