Synopsis
Listen every week to Simply Financial with Paul Durso & Charlie Bowers. They give you holistic, educational advice that is both useful and entertaining on retirement planning, investing, IRAs, 401ks, insurance, college planning, and much more!
Episodes
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The Hidden Reason Investing Feels So Stressful!
16/04/2026 Duration: 25minWhy does investing feel so stressful—even when you’re doing everything “right”?In this episode of Planning Made Simple, we uncover the real reason behind financial stress—and it’s not the stock market.Joined by Jeff Holmsworth, we break down how lack of systems, emotional decision-making, and an unbalanced life create anxiety around money. From faith and family to fitness and finances, this conversation dives into what it actually takes to build a stable, confident financial life.If you’ve ever felt out of control with your money, this episode will help you understand why—and more importantly, how to fix it.Links:Planningmadesimple.com vigr8.com
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Why Retirement Gets Harder at 3 Million
09/04/2026 Duration: 19minMost people assume more money means less stress in retirement. But for many retirees, building a larger nest egg can actually create more complexity, especially when taxes, RMDs, inherited IRAs, Medicare surcharges, and long-term income planning all start colliding.In this episode, the team breaks down why retirement can get harder around the $3 million mark and why the real issue is not just wealth, but how that wealth is taxed, distributed, and passed on. They also explain why focusing only on this year’s tax bill can lead to much bigger problems later.If you want to better understand retirement income, tax strategy, dividend investing, and the long-term impact of RMDs, this conversation is packed with practical insight.www.planningmadesimple.com
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Can You Really Live Off Of Dividend Income (The Honest Answer)?
02/04/2026 Duration: 16minCan you really live off dividend income? The short answer: yes—but it’s not that simple.In this episode, we break down the real strategy behind living off dividends and why most investors misunderstand how it actually works. It’s not just about yield—it’s about designing a complete income plan for retirement.We cover:Why dividend income alone isn’t the full pictureThe role of Social Security, pensions, and other income streamsHow to calculate what you actually need to live onThe difference between “essential” expenses and lifestyle spendingWhy selling assets can create long-term riskHow to build a sustainable income strategyIf you’ve ever wondered whether dividends alone can fund your lifestyle, this episode gives you the honest answer—and the framework to figure it out for yourself.
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Do You Really Need to Have International Dividend Stocks?
26/03/2026 Duration: 15minDo dividend investors really need international stocks in their portfolio? In this episode, we break down one of the biggest assumptions in investing: that global diversification automatically makes your portfolio better. We talk through the real tradeoffs, including currency risk, foreign taxes, reinvestment limitations, political risk, and the emotional side of owning businesses you may not fully understand. If you’ve ever wondered whether international dividend stocks actually improve your income strategy—or just make things more complicated—this episode is for you. www.planningmadesimple.com
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Will the Iran War Crush the Stock Market?
19/03/2026 Duration: 16minWar headlines can create fear and uncertainty in the stock market—but history shows markets often react emotionally before stabilizing.In this episode, we break down what happens to the stock market during major geopolitical events and why dividend-paying stocks have historically been a place investors turn during uncertain times.We also discuss oil price volatility, market reactions to global conflicts, and how investors can stay disciplined instead of reacting to headlines.If you’re worried about what war could mean for your investments, this episode will help you understand the bigger picture and why a long-term strategy matters.planningmadesimple.com
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Why We Hold Losers in a Dividend Portfolio
12/03/2026 Duration: 23minSeeing red in your portfolio can trigger panic. But does a falling stock price mean you should sell?In this episode, we explore the emotional vs. logical sides of dividend investing and explain why investors sometimes hold positions others might call “losers.” We discuss dividend cuts, sector downturns, market panic, and real examples from past market cycles — including how patience and strategy can turn setbacks into long-term gains.If you want to become a smarter, more disciplined investor, this conversation will change how you view downturns and portfolio decisions.✔ Red doesn’t always mean bad✔ Dividend cuts vs. price drops require different responses✔ Sector downturns can create opportunity✔ Patience often beats panic selling✔ Today’s loser can be tomorrow’s top performerwww.planningmadesimple.com
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Social Security Decisions Without the Stress
05/03/2026 Duration: 22minSocial Security is one of the biggest retirement decisions you’ll ever make — yet many people feel overwhelmed trying to “maximize” it.In today’s episode, we simplify the conversation and focus on what actually matters: your retirement timeline, income needs, and financial stress levels.We discuss:✔️ Where Social Security fits in your retirement plan✔️ Whether it’s a foundation, supplement, or safety net✔️ The math behind claiming early vs. delaying benefits✔️ When delaying makes sense — and when it doesn’t✔️ How claiming timing affects stress on your portfolio✔️ Why retirement timing matters more than maximizing benefits✔️ Common emotional pitfalls that lead to poor decisions✔️ Why Social Security likely isn’t going awayThe biggest takeaway: the “best” time to claim Social Security is personal — and should align with your retirement income plan and lifestyle goals.If you want retirement confidence without stress, this episode is for you.www.planningmadesimple.com
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Retirement Tax Blindspot
26/02/2026 Duration: 25minA large retirement balance can create a false sense of security. Many investors accumulate significant wealth inside tax-deferred accounts like IRAs and 401(k)s, but overlook the tax liability attached to those funds.In this episode, we explore the retirement tax blindspot — the reality that a portion of your largest retirement account may ultimately belong to the IRS. We discuss the “principal tax concern,” why qualified accounts can distort net-worth perceptions, and how tax exposure affects retirement income planning.You’ll learn:✔️ Why tax-deferred accounts aren’t fully yours✔️ How to measure your retirement tax exposure✔️ What happens when most assets sit in qualified accounts✔️ Why this issue often gets ignored in planning meetings✔️ How understanding taxes can reshape retirement strategyIf you want greater clarity, control, and confidence in retirement planning, this is a perspective you don’t want to miss.www.planningmadesimple.com
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Listener Q&A: Your Top Dividend Questions Answered!
19/02/2026 Duration: 17minAre dividend stocks really boring, risky, or only for retirees? In this episode, we break down the biggest dividend investing myths, explain why high yield isn’t always better, and show how dividends actually outperform over time. If you’re serious about long-term wealth, this episode will change how you think about investing.www.planningmadesimple.com
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What Your Favorite Teams Can Teach You.
12/02/2026 Duration: 20minWhat do football dynasties and dividend portfolios have in common? More than you think.In this episode, we use real-world sports analogies—from the Panthers and Bills to powerhouse programs and underdog teams—to explain how successful investing mirrors successful team-building. You’ll learn why flashy stars don’t always win championships, how consistency beats hype, and why dividend investing is more about structure than speculation.www.planningmadesimple.com
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Is Social Security Really Going Away?
05/02/2026 Duration: 17minThere’s a lot of fear online right now about Social Security “running out,” but how much of it is actually true? In this episode, we cut through the noise and explain what’s really happening behind the scenes with Social Security funding, government obligations, and what retirees can realistically expect in the coming decades.We discuss why Social Security isn’t going away, how the government has handled it historically, what the projected shortfalls actually mean, and why future changes are more likely to be gradual adjustments—not sudden cuts. If you’re worried about retirement, taxes, or whether Social Security will still exist for you, this conversation brings clarity without the panic.www.planningmadesimple.com
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The Myth of the Perfect Retirement Number
29/01/2026 Duration: 21minMost people believe there’s a magic number that guarantees a perfect retirement — but that idea may be doing more harm than good.In this episode, we break down why the “perfect retirement number” is a myth, how fear and market noise distort retirement planning, and why income, not net worth, is the real foundation of financial freedom. We explore how lifestyle, inflation, health, and emotional decision-making all impact retirement far more than a single dollar figure ever could.If you’ve ever asked:“How much do I really need to retire?”“Will I outlive my money?”“What happens if markets drop or inflation rises?”“How do I retire with confidence instead of fear?”This episode will change how you think about retirement forever.www.planningmadesimple.com
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The Case Against Stock Buybacks
22/01/2026 Duration: 13minDividend investing can be one of the most powerful strategies for long-term income—but only if you avoid the traps. In this episode, we unpack why high dividend yields often signal danger, how dividend cuts create a triple-whammy for investors, and the emotional mistakes that cause people to abandon dividend investing altogether.www.planningmadesimple.com
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Avoiding Dividend Traps
15/01/2026 Duration: 14minChasing high dividend yields can feel exciting — until the income disappears. In this episode, we break down dividend traps, why dividend cuts are so painful, and how investors get lured into unsustainable yields. We walk through the most common red flags, including high payout ratios, weak cash flow, and poor balance sheets, and explain how to stress-test dividends before you invest. If you want to build long-term, reliable income and avoid emotional investing mistakes, this is a must-watch for dividend investors at any stage.www.planningmadesimple.com
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Warren Buffett's Dividend Strategy
08/01/2026 Duration: 17minWarren Buffett is frequently misunderstood as either a pure growth investor or a market timer—but his real strategy is far more patient and disciplined.In this episode, we break down Warren Buffett’s dividend strategy, explaining why he prioritizes strong balance sheets, predictable cash flow, and long-term dividend growth over flashy returns and short-term gains. We explore how Buffett stays calm during market downturns, why dividends can provide emotional and financial stability, and what everyday investors can realistically copy from his approach.Whether you’re building income for retirement or trying to avoid emotional investing mistakes, this conversation highlights why time, quality businesses, and sustainable dividends remain Buffett’s greatest edge.
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First Year After the Paycheck Stops
01/01/2026 Duration: 21minRetirement often feels like the finish line—but for many people, it’s just the beginning of a brand-new set of challenges. In this episode, we explore what the first year after the paycheck disappears actually looks like, based on decades of experience walking clients through retirement transitions.We discuss why practicing retirement income before you retire is so important, how dividends can replace a traditional paycheck, and why “budgeting” isn’t about spending less—it’s about knowing your business. We also unpack the emotional side of retirement, including anxiety, identity loss, and the temptation to overspend or panic when markets fluctuate.Whether you’re one year away from retirement or already living it, this episode will help you navigate the most critical transition year with clarity and confidence. www.planningmadesimple.com
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7 Metrics to Check Before Buying a Dividend Stock
25/12/2025 Duration: 18minAre you thinking about buying a dividend stock? Before you chase the shiny yield or jump into what your buddy recommended, here are the 7 metrics the team checks every single time. These fundamentals help you avoid traps, understand the real health of a business, and invest with confidence.We break each metric down with real-world context, examples from client portfolios, and why single-year snapshots often mislead investors. If you want a smarter, calmer, more long-term approach to dividend investing — this episode is your playbook.www.planningmadesimple.com
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How to Live in Retirement on Dividends Part 2
18/12/2025 Duration: 24minThe episode continues the discussion on how to live in retirement on dividends, focusing on the difference between funding retirement and living in retirement. The advisors explain their two-account approach: a “paycheck account” that funds lifestyle entirely from dividends, and a “bonus/growth account” where dividends are reinvested to fuel long-term income increases. They emphasize the dangers of overspending principal—especially large, repeated withdrawals—which can undermine future income, security, and financial freedom. Much of the conversation explores the emotional side of retirement spending, including fear, guilt, lifestyle expectations, and the need for honest budgeting. Ultimately, they encourage retirees to know their numbers, build a simple plan, stick to guardrails, and understand how spending choices impact long-term freedom.www.planningmadesimple.com
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How to Live in Retirement on Dividends Part 1
11/12/2025 Duration: 20minPaul, Niki, Leigh, and Kyle discuss the major psychological shift that happens when someone moves from decades of saving for retirement to actually living on their investments. Many retirees struggle with anxiety as they transition from a predictable paycheck to relying on market-dependent income, especially when selling principal or watching account balances decline. They compare traditional retirees—who often rely on selling assets or the 4% rule—to dividend-focused retirees who can live more confidently on consistent income without touching principal. The episode emphasizes understanding your “shortfall,” building an income plan, and staying within guardrails to avoid unknowingly overspending. Ultimately, they frame dividend income as a stabilizing “retirement paycheck” that can reduce fear, create freedom, and help retirees live with clarity and confidence.www.planningmadesimple.com
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How To Build Your Dividend Portfolio in 2026
04/12/2025 Duration: 16minBuilding a dividend portfolio in 2026 starts with defining your goals—whether you want maximum income, strong growth, or a blend of both. The hosts explain that dividend investing includes three “pillars”: foundational growers like dividend aristocrats, high-yield income producers such as energy companies, and opportunity stocks like maturing tech firms or companies recovering from past dividend cuts. A smart portfolio typically balances these categories, with about half in foundational growers, 20–30% in income producers, and 10–15% in higher-risk opportunities. They warn against chasing high yields without checking financial health, especially earnings trends and payout ratios. Ultimately, success comes from patience, diversification, and letting reinvested dividends compound over time.www.planningmadesimple.com