The Tom Dupree Show

What to Expect When You Finally Call a Financial Advisor

THE TOM DUPREE SHOW | PODCAST SHOW NOTES What to Expect When You Finally Call a Financial Advisor The Tom Dupree Show | Dupree Financial Group | dupreefinancial.com | 859-233-0400 Episode Description For many people approaching retirement, the thought of calling a financial advisor triggers more anxiety than excitement. Will they judge what I have? Will I be pressured into something I don’t need? Do I even have enough to make the conversation worth anyone’s time? These concerns are common — and largely unfounded. The first meeting with the right kind of advisor starts with listening, not selling, and it opens with a question, not a pitch. “A good advisor does far more listening than talking — and if they’re doing all the talking, they’re probably selling something.” Tom Dupree and Mike Johnson walk through what that first conversation actually looks like at a fee-only, fiduciary firm: what to bring, how to think about your expenses and Social Security estimate, and what questions to ask about how the advisor is paid and what they actually invest in. There is no obligation at that first meeting — and there should not be. “The only thing your first meeting costs you is your time. You’re not signing anything, committing to anything, or obligating yourself to anything — just having a conversation.” The episode also covers the red flags worth watching for — urgency tactics, product pushes before any real analysis, advisors who can’t explain what they own or why — and what the path forward looks like if you decide to move ahead. The proposal meeting, the transfer process, and how ongoing reviews work are all covered in plain terms. “Almost without exception, people walk out of that first meeting saying they wish they’d done it sooner — whether they become clients or not.” Topics Covered Why so many people delay meeting with a financial advisor — and what actually holds them back What to bring to your first appointment: statements, Social Security estimates, pension documents, and more What really happens during the first meeting — and why a good advisor asks more than they tell How a fiduciary, fee-only firm approaches your situation differently than a commission-based one The key questions every investor should ask before agreeing to work with any firm Red flags to watch for: product pushes, urgency tactics, and advisors who can’t explain their holdings The difference between fee-based, commission, and hourly compensation — and why it matters for your money Why both spouses should be in the room from the very first conversation What comes next: the proposal meeting, the transfer process, and how ongoing reviews are structured Key Takeaways The first meeting is free — in every sense. No contracts, no commitments, no pressure. The only cost is your time, and most people leave having learned something they didn’t know walking in. Bring a few basics, not a perfect portfolio summary. Your most recent investment statements, a Social Security estimate from ssa.gov, a rough sense of monthly expenses, and any pension or life insurance documents you have handy are all you need. Ask directly: Are you a fiduciary? Not “do you put clients first” — ask the specific question and expect a clear yes. Vague answers like “we try to act in your best interest” are not the same thing legally. Understand how the advisor is paid. Fee-based, commission, and hourly structures each create different incentives. Knowing the difference helps you spot potential conflicts of interest before they affect your money. The advisor should be listening more than talking. A first meeting that feels like a presentation is a warning sign. The right firm wants to understand your situation — your goals, your income needs, your family — before recommending anything. Know who actually holds your money. A reputable firm uses an independent third-party custodian that is not affiliated with the advisor or the investment products they recommend. This separation exists by design. Bring your spouse from day one. Both partners should be part of the conversation from the start. Learning the details of the financial plan for the first time during a crisis is a situation worth preventing. Keep asking what they invest in — and why. An advisor should be able to explain every holding in plain terms. If they can’t — or if their answer is vague — that is worth paying close attention to. About The Tom Dupree Show The Tom Dupree Show is hosted by Tom Dupree, founder of Dupree Financial Group and a 47-year veteran of the investment business. Each episode covers the financial topics that matter most to retirees and those approaching retirement — in plain English, without the Wall Street spin. Dupree Financial Group is a fee-only, fiduciary Registered Investment Advisory firm based in Lexington, Kentucky. The firm manages separately managed accounts focused on income-generating, dividend-paying portfolios — no products sold, no commissions, no conflicts of interest. Past episodes are available at dupreefinancial.com under the Podcast tab. Schedule a Complimentary Portfolio Review If you’re not sure whether your retirement income strategy is built around what you actually need — we’ll take a look. No charge. No pressure. Just an honest conversation about what you own and whether it’s working for you. Call: 859-233-0400 | Visit: dupreefinancial.com The post What to Expect When You Finally Call a Financial Advisor appeared first on Dupree Financial.

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Reading the Market Through the Fog: AI, Iran, and Your Retirement

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The Tom Dupree Show | Podcast Show Notes Reading the Market Through the Fog: AI Momentum, Iran’s Economic Shadow, and What It Means for Your Retirement Portfolio The Tom Dupree Show | Dupree Financial Group | dupreefinancial.com | 859-233-0400 | Air Date: May 9, 2026 Episode Description The market rarely moves in one direction for one reason, and this episode is a clear illustration of that. Tom Dupree, Mike Johnson, and James Dupree cover two very different forces shaping portfolios right now: the surging momentum in AI-related stocks — semiconductors, memory chips, and optical connectivity — and the slower-burning economic threat posed by the conflict in the Strait of Hormuz, which is putting pressure on oil prices, fertilizer supply, and the global food chain heading into planting season. The team breaks down what a gamma squeeze is and why it may be amplifying gains in certain tech stocks beyond what fundamentals alone would justify, what three scenarios for the Strait of Hormuz reopening could mean for inflation and interest rates, and how Dupree Financial Group thinks about making incremental portfolio adjustments without abandoning a long-term retirement income strategy. It is a candid look at the internal conversations that happen when managing real money in an uncertain world. “It’s like the duck on water — it looks calm on the surface, but underneath, its feet are going 100 miles an hour.” — Mike Johnson, on the market’s competing cross-currents “You can be right on a situation and still be wrong on the market — so you make incremental adjustments while keeping the baseline investment process the same.” — Tom Dupree Topics Covered What a gamma squeeze is — and why it may be inflating gains in AI-related stocks beyond their fundamentals The memory chip shortage: why demand for semiconductors from Micron and SanDisk is driving price surges and what it means for industries from gaming to AI Optical connectivity stocks and the supply bottleneck in pump lasers — why companies like Applied Optoelectronics and Lumentum Holdings are reporting explosive revenue growth Intel’s remarkable comeback: 26 years of flat performance, a new Apple partnership, and a US government stake that has turned into a six-bagger The Niall Ferguson framework: three Strait of Hormuz scenarios and their projected effects on fertilizer prices, crop production, energy costs, and global inflation Why fertilizer timing matters as much as price — and how the conflict’s overlap with planting season creates a different kind of risk than past supply disruptions Stagflation as a tail risk: what it would mean for long-duration assets including growth stocks and fixed income How Dupree Financial Group makes incremental portfolio adjustments — trimming positions that have performed well, adding exposure to areas of opportunity — without making all-or-nothing bets Why knowing what you own matters more than ever when markets are moving in multiple directions at once Fee transparency: what a single, straightforward advisory fee looks like compared to the layered costs many investors carry without realizing it Key Takeaways Market momentum can be real and artificially amplified at the same time. A gamma squeeze occurs when options market makers are forced to buy shares to hedge their positions as prices rise past certain strike levels. This mechanical buying can push prices higher faster than fundamentals alone would justify — and can reverse just as quickly. Understanding what is driving a move matters more than just watching the move itself. Memory chips are a genuine bottleneck in the AI buildout — and prices reflect it. The cost of one terabyte of memory roughly tripled in a matter of months as AI data center demand outpaced supply. Companies that make or depend on memory chips are seeing earnings growth that justifies valuations even after large price increases. This is not just momentum — there are real fundamentals underneath it. The Strait of Hormuz conflict is not just an oil story. Fertilizer — specifically urea — moves through the same strait, and urea prices rose roughly 47 percent in two months. With global planting seasons underway, a prolonged bottleneck affects crop yields for the full harvest year, which has downstream effects on food prices and inflation that take time to work through the system. Tail risks are worth considering even when they are not the base case. The hosts reference the 2008 housing crisis as a reminder that consensus thinking can be catastrophically wrong. Considering scenarios outside the mainstream — and thinking through their portfolio implications — is part of responsible retirement money management, even when those scenarios are unlikely. Stagflation is hard on long-duration assets — including growth stocks. In an environment of high inflation and rising interest rates, both long-duration bonds and high-multiple growth stocks are vulnerable. A portfolio built around dividend-paying companies with pricing power and predictable cash flows holds up better in that environment than one chasing price appreciation alone. Incremental adjustments beat all-or-nothing calls. The team trimmed positions that had run significantly and added exposure to areas of opportunity — not because they predicted the market bottom, but because valuations and fundamentals supported it. Timing the market perfectly is not the goal; managing risk and staying positioned for income is. Knowing what you own — and what it costs — is more valuable than most investors realize. Many people working with financial advisors cannot describe what is in their portfolio or how much they are paying in total fees. Dupree Financial Group charges one transparent fee, owns individual companies in each client’s separately managed account, and can explain every holding and why it is there. About The Tom Dupree Show The Tom Dupree Show is hosted by Tom Dupree, founder of Dupree Financial Group and a 47-year veteran of the investment business. Each episode covers the financial topics that matter most to retirees and those approaching retirement — in plain English, without the Wall Street spin. Dupree Financial Group is a fee-only, fiduciary Registered Investment Advisory firm based in Lexington, Kentucky. The firm manages separately managed accounts focused on income-generating, dividend-paying portfolios — no products sold, no commissions, no conflicts of interest. Past episodes are available at dupreefinancial.com under the Radio tab. Schedule a Complimentary Portfolio Review If you’re not sure whether your portfolio is built to hold up in an environment like this one — with competing pressures from AI momentum, rising energy costs, and inflation risk — we’ll take a look. No charge. No pressure. Just an honest conversation about what you own and whether it’s working for you. Call: 859-233-0400 | Visit: dupreefinancial.com Dupree Financial Group is a fee-only, fiduciary SEC-registered Investment Advisory firm based in Lexington, Kentucky. This content is for informational and educational purposes only and does not constitute personalized investment advice. Nothing heard on this program is a recommendation to buy or sell any security. Past performance is not indicative of future results. Investing involves risk, including the possible loss of principal. Please consult a qualified financial advisor before making investment decisions. The post Reading the Market Through the Fog: AI, Iran, and Your Retirement appeared first on Dupree Financial.

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Why Your Target Date Fund May Fail You in Retirement

2w ago00:45:01Tap to summarize

TomDupreeShow_ShowNotes_2026-05-09 The post Why Your Target Date Fund May Fail You in Retirement appeared first on Dupree Financial.

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Your 401(k) Is Not a Retirement Plan

3w ago00:44:34Tap to summarize

Episode: The Tom Dupree Show | Host: Tom Dupree | Co-host: Mike Johnson Episode Summary Tom Dupree and Mike Johnson tackle one of the most common misconceptions in retirement planning: that a 401(k) balance is a retirement plan. It isn’t. It’s a savings vehicle — and a very good one — but it was designed to collect money, not distribute it. This episode explains what that distinction means in practical terms, and what steps to take before retirement to make sure your savings can actually do the job you’re counting on them to do. Topics Covered in This Episode Why a 401(k) is an accumulation vehicle, not a retirement plan The problem with applying a growth portfolio to a withdrawal strategy How rolling a 401(k) into an IRA opens up income-oriented investment options The three-legged stool: income, growth of income, and price appreciation Why selling shares to fund expenses works in a rising market — and fails in a flat or declining one The case for consolidating multiple old 401(k) accounts before retirement How dividend income shifts the focus from watching the balance to watching the cash flow Why pure asset allocation models limit flexibility in retirement The psychological value of knowing what you own and why you own it Key Takeaways The 401(k) did its job — now it needs a different tool. A 401(k) is structured for dollar-cost averaging and tax-deferred growth. That design is a poor match for generating predictable monthly income in retirement. A bigger balance is not a plan. Knowing your account value is not the same as knowing what that value will produce for you each month, for how long, and under what market conditions. Income-first investing changes the math. When a portfolio generates enough dividend income to cover living expenses, you are not forced to sell shares during market downturns — and that distinction is what protects long-term wealth. Rolling to an IRA opens up your options. The investment menu inside a 401(k) is limited by plan design. An IRA allows access to individual dividend-paying stocks and income-generating vehicles that most 401(k) plans don’t offer. Scattered accounts are a retirement hazard. The average person approaching retirement holds three to five old 401(k) accounts. Consolidating simplifies beneficiary designations, RMD calculations, and day-to-day management. Watch cash flow, not just the balance. In retirement, the number that matters most is what the portfolio produces each month — not what it’s worth on any given day. Know what you own and why you own it. Clients who understand their holdings don’t panic when markets get choppy, because they know the income side of the equation hasn’t changed even if the price has. Three Questions Worth Answering Before You Retire Tom closed the episode with three questions every listener should be able to answer: Do you know what fees you’re paying? Do you know what income your portfolio is currently producing? Do you know what you own and why you own it? If you can’t answer even one of those with confidence, that’s worth addressing before retirement — not after. Frequently Asked Questions What is the difference between a 401(k) and a retirement plan? A 401(k) is a tax-deferred savings vehicle offered through your employer. It is designed to accumulate money during your working years. A retirement plan is a personalized strategy that determines how you will generate income from your savings throughout retirement — including what you own, how much you withdraw, how taxes are managed, and how long your money needs to last. The 401(k) is one piece of that plan, not the plan itself. Should I roll my 401(k) into an IRA when I retire? For most retirees, rolling a 401(k) into an IRA makes sense because an IRA offers a much wider range of investment options — including individual dividend-paying stocks and income-focused strategies that most 401(k) plan menus don’t include. Pre-tax contributions roll into a Traditional IRA; Roth contributions roll into a Roth IRA. The rollover should always be done institution-to-institution to avoid taxes and penalties. Every situation is different, so it’s worth reviewing your specific plan before making the move. What is wrong with leaving my 401(k) invested in an S&P 500 index fund in retirement? The S&P 500 yields just over 1% in dividends — not enough to cover most retirees’ living expenses. That means you’d need to sell shares regularly to generate cash. When the market is rising, that works. When the market is flat or declining, you’re forced to sell more shares to get the same dollar amount, which depletes your principal at the worst possible time. Over a 20- or 30-year retirement, that pattern can quietly cause serious damage to a portfolio. What is an income-focused retirement portfolio? An income-focused portfolio is built around investments that generate regular cash flow — primarily dividend-paying stocks in companies with long track records of consistent and growing dividends. The goal is for the income produced by the portfolio to cover living expenses, so you are not dependent on selling shares to fund retirement. Price appreciation is still part of the picture, but it’s the third priority, not the first. How many 401(k) accounts should I have going into retirement? Ideally, as few as possible. The average person approaching retirement holds three to five old 401(k) accounts from previous employers. Consolidating them into one or two IRAs — one Traditional, one Roth if applicable — simplifies beneficiary designations, required minimum distribution calculations, and overall portfolio management. It also makes it much harder to lose track of money you’ve worked decades to save. What is a safe withdrawal rate in retirement? A commonly referenced figure is 4% per year, which comes from historical research suggesting that withdrawal rate has a high probability of lasting 30 years across most market environments. However, the right withdrawal rate depends on your specific expenses, other income sources like Social Security or a pension, your tax situation, and how your portfolio is structured. An income-focused portfolio where dividends cover most expenses may allow for more flexibility than a pure growth portfolio using a fixed percentage rule. What does Dupree Financial Group do differently from a typical 401(k) plan? Dupree Financial Group is a fee-only, fiduciary RIA that manages separately managed accounts — meaning your investments are held in your name, not pooled into a fund. The firm builds income-focused portfolios around dividend-paying companies selected for their financial strength, cash flow, and dividend history. There are no products sold, no commissions, and no conflicts of interest. The focus is entirely on building a portfolio that generates reliable income and protects principal over a long retirement. About The Tom Dupree Show The Tom Dupree Show is hosted by Tom Dupree, founder of Dupree Financial Group and a 47-year veteran of the investment business. Each episode covers the financial topics that matter most to retirees and those approaching retirement — in plain English, without the Wall Street spin. Dupree Financial Group is a fee-only, fiduciary Registered Investment Advisory firm based in Lexington, Kentucky. The firm manages separately managed accounts focused on income-generating, dividend-paying portfolios — no products sold, no commissions, no conflicts of interest. Past episodes are available at dupreefinancial.com under the Radio tab. Schedule a Complimentary Portfolio Review If you’re not sure whether your 401(k) can actually support the retirement you’ve planned, we’ll take a look. No charge. No pressure. Just an honest conversation about what you own and whether it’s working for you. Call: 859-233-0400 | Visit: dupreefinancial.com The post Your 401(k) Is Not a Retirement Plan appeared first on Dupree Financial.

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What Happens to Your Money When You’re Gone

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THE TOM DUPREE SHOW | PODCAST SHOW NOTES What Happens to Your Money When You’re Gone: A Practical Guide to Legacy Planning The Tom Dupree Show | Dupree Financial Group | dupreefinancial.com | 859-233-0400 Air Date: April 25, 2026 Episode Description Most people spend decades building their wealth. Far fewer spend even an hour making sure it ends up where they intend. In this special edition of The Tom Dupree Show, Tom Dupree and Mike Johnson walk through the essentials of legacy planning — not as a legal formality, but as a practical, ongoing discipline that protects both the people you love and the assets you’ve spent a lifetime growing. The conversation covers beneficiary designations that override your will, the difference between who gets your assets, when they get them, and how much they actually keep after taxes. Tom and Mike also address Roth conversion strategies, required minimum distributions, the underappreciated advantages of taxable accounts, and creative charitable giving techniques that can reduce your tax burden while supporting causes that matter to you. Most people spend a lifetime accumulating what they have — it’s a shame not to take an hour to make sure it goes exactly where you want it to go. Topics Covered Why beneficiary designations supersede your will — and what happens when they’re out of date The three-bucket framework for legacy planning: who gets what, when they get it, and how much they keep Trusts: when they’re genuinely necessary and when simpler solutions work just as well The 10-year distribution rule for inherited IRAs and how it affects your heirs’ tax burden Roth conversion strategies — and why they’re not a one-size-fits-all solution Required minimum distributions: planning, consolidation, and the stiff penalties for getting it wrong Qualified charitable distributions and how to gift appreciated stock tax-efficiently Stepped-up cost basis in taxable accounts — a benefit that’s often overlooked in legacy planning The oxygen mask principle: taking care of yourself financially before transferring assets to heirs Why a dividend-income portfolio helps ensure you don’t outlive your money — and still have something to leave behind Key Takeaways Beneficiary designations override your will. Whatever your will says, the name on the beneficiary form wins. IRAs, 401(k)s, pensions, and life insurance policies all transfer directly to the listed beneficiary — bypassing probate entirely. Review these after every major life event. Legacy planning doesn’t have to be complicated. A well-drafted basic will, combined with properly updated beneficiary designations, accomplishes what most families need. Complexity is occasionally warranted, but it should match your situation — not someone else’s billing rate. Think in three buckets. Who gets your assets, when they receive them, and how much they keep after taxes. Each question has its own planning tools — and answering them clearly is the foundation of a solid plan. Inherited IRAs now come with a 10-year clock. Non-spouse beneficiaries generally must fully distribute an inherited IRA within 10 years, paying income tax at their rate. Depending on your heirs’ tax situation, proactive planning — including Roth conversions — may reduce the overall tax hit. Roth conversions are a tool, not a mandate. There’s a lot of marketing noise around Roth conversions. They make sense in some situations and not in others. The key is evaluating them in the context of your full financial picture, not as a standalone strategy. Gifting appreciated stock to charity is one of the most tax-efficient moves available. You avoid capital gains on the appreciation, receive a deduction for the full fair market value, and the charity pays no tax. If you’re already planning to give, this approach can accomplish more with the same dollars. Taxable accounts have underappreciated legacy advantages. Assets in taxable accounts receive a stepped-up cost basis at death, eliminating capital gains for your heirs. In some cases, a taxable account is a more tax-efficient inheritance than a pre-tax IRA. Secure your own retirement first. Gifting assets while you’re still living can be meaningful — but not at the cost of your own financial security. Take care of your retirement income needs before making irrevocable transfers. About The Tom Dupree Show The Tom Dupree Show is hosted by Tom Dupree, founder of Dupree Financial Group and a 47-year veteran of the investment business. Each episode covers the financial topics that matter most to retirees and those approaching retirement — in plain English, without the Wall Street spin. Dupree Financial Group is a fee-only, fiduciary Registered Investment Advisory firm based in Lexington, Kentucky. The firm manages separately managed accounts focused on income-generating, dividend-paying portfolios — no products sold, no commissions, no conflicts of interest. Past episodes are available at dupreefinancial.com under the Radio tab. Dupree Financial Group, LLC is an SEC-registered investment adviser located in Lexington, Kentucky. This content is provided for informational purposes only and does not constitute investment advice. Investments involve risk and are not guaranteed. Past performance is not indicative of future results. Schedule a Complimentary Portfolio Review If you’re not sure whether your beneficiary designations are current, your accounts are structured efficiently, or your legacy plan reflects where you are in life today — we’ll take a look. No charge. No pressure. Just an honest conversation about what you own and whether it’s working for you. Call: 859-233-0400 | Visit: dupreefinancial.com The post What Happens to Your Money When You’re Gone appeared first on Dupree Financial.

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What Happens to Your Retirement When Your Spouse Dies

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THE TOM DUPREE SHOW | PODCAST SHOW NOTES A Practical Guide to Surviving the Financial Transition When Your Spouse Dies The Tom Dupree Show | Dupree Financial Group | dupreefinancial.com | 859-233-0400 Episode Description Nobody wants to think about losing a spouse. But the financial consequences of that loss — the drop in Social Security income, the pension decisions that can never be undone, the tax bracket shift that hits the surviving spouse hard — are real, and they are far easier to manage with a plan in place than without one. This special evergreen episode of The Tom Dupree Show is built around exactly that planning conversation. Tom Dupree and Mike Johnson walk through each of the major financial pressure points a surviving spouse faces: the Social Security cliff, pension survivor options, the widow’s tax penalty, account consolidation, beneficiary designations, and the income planning reset that has to happen when a household goes from two earners to one. Every one of these is a cash flow problem — and every one of them can be addressed before the crisis hits. The best time to plan for losing a spouse is before it happens — not because it makes grief easier, but because it means one less thing is falling apart when everything already feels like it is. Topics Covered The Social Security cliff: why household income drops significantly when one spouse passes away and what can be done to prepare Survivor benefit rules: which Social Security payment the surviving spouse keeps and how claiming age affects the amount Pension election options: single life, joint life, period certain, and the popup provision — and how to choose Lump sum vs. monthly pension payments: when rolling over to an investment account may produce better long-term results The widow’s tax penalty: how filing status shifts from married joint to single and what that does to your tax bracket Tax account diversification: pre-tax, Roth, and taxable accounts and why having all three gives you flexibility in the withdrawal phase Qualified charitable distributions (QCDs) as a tax-efficient strategy for required minimum distributions Account consolidation and why scattered, orphaned accounts create avoidable stress for surviving spouses Beneficiary designations and why they override a will — and need to be reviewed regularly Building a dividend-income portfolio so the surviving spouse never has to sell assets in the middle of a crisis Key Takeaways Losing a spouse is also a cash flow crisis. When one spouse dies, the household loses one Social Security payment — but monthly expenses rarely drop by the same amount. Planning for that gap before it happens is one of the most important things a couple can do. The surviving spouse keeps the higher Social Security benefit, not both. Many people assume both payments continue. They do not. One stops. Understanding this before retirement — and factoring it into when and how each spouse claims — can make a meaningful difference in long-term income. Pension elections are permanent. Choosing single life vs. joint life vs. period certain is a one-time decision. The right answer depends on the couple’s other assets, their spending needs, and each person’s health and life expectancy. There is no one-size-fits-all answer. The widow’s tax penalty is real and often overlooked. A surviving spouse filing as single reaches higher tax brackets at lower income levels than a married couple filing jointly. This is not something that can be changed after the fact, but it can be planned around with the right mix of account types. Account consolidation reduces stress at the worst possible time. Scattered IRAs, old 401(k)s, and separate investment accounts create a logistics nightmare for a grieving spouse who may not have been closely involved in the finances. Consolidating and organizing ahead of time is an act of care. Beneficiary designations override your will. It does not matter what a will says if the beneficiary designation on a retirement account names someone else. These need to be reviewed at least annually and updated after any major life change. A dividend-income portfolio protects the surviving spouse from forced selling. When a portfolio is built to pay income from dividends, the surviving spouse does not have to sell assets during an emotionally and financially difficult time. The income continues regardless of what the market is doing. Both spouses need to know what the plan is. The spouse who has not been managing the finances should know who to call, where the accounts are, and what the income sources are. Ideally, they already have a relationship with the financial advisor. The post What Happens to Your Retirement When Your Spouse Dies appeared first on Dupree Financial.

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