Safe Money Radio with Brad Pistole

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Safe Money Radio with Brad Pistole

Safe Money Radio host Brad Pistole is a nationally recognized Financial Professional who specializes in planning that protects principal from stock market volatility and creates guaranteed lifetime income. Listen here to receive insights from Brad and hear what he has to say regarding retirement income planning. 

  1. 146

    How A Finance Professor Built A Retirement That Lets Him Sleep Well At Night

    You can know all the rules of money and still get blindsided by retirement. Brad sits down with Dr. Kevin Lynch, a former CFP program instructor with 20 professional designations, to talk about what happens when the paycheck stops and the decision becomes real. Kevin explains why he didn’t “need” an advisor, but absolutely wanted one, because managing your own money brings emotions to the surface in a way textbooks never can.We unpack the planning framework that helped him sleep well at night: coordinating Social Security with annuities to create guaranteed income that covers the household basics, so the investment portfolio can stay invested even when the market turns ugly. Kevin shares what it felt like living through major drawdowns, why “don’t just do something, stand there” can be the most profitable move, and how building income guardrails changes your relationship with risk, news, and uncertainty.Then the conversation widens into the part most retirement planning misses. After 90 days of doing almost nothing, Kevin discovers that “every day is Saturday” is only fun for a while. He tells the story of returning to faith, becoming a licensed chaplain, earning a Doctor of Ministry at 75, and building a nonprofit mission to teach practical personal finance in a church setting. We close with one piece of marriage advice that hits hard: plan retirement with your spouse, not just for your spouse.Subscribe for more real retirement stories, share this with someone nearing retirement, and leave a review if it helped you think differently. What are you retiring to, and what would help you sleep well at night?Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  2. 145

    Roth Conversions Explained With The Five-Year Rules

    “Convert or not convert?” sounds like a simple yes-or-no question until you run headfirst into the Roth IRA rulebook. We break it down in plain English, starting with the real difference between tax-deferred retirement accounts like traditional IRAs and 401(k)s and tax-free retirement accounts like Roth IRAs: it’s all about when you pay taxes, how withdrawals are taxed, and what that means for your retirement income plan.From there, we get specific on the rules that trip people up most: Roth income limits, IRA contribution limits, early withdrawal rules, and required minimum distributions. We also clear up one of the biggest misunderstandings out there, the idea that “Roth means no RMDs” in all situations. The owner has more flexibility, but beneficiaries can still face distribution requirements, especially under the inherited IRA 10-year rule.The heart of the conversation is the two different Roth IRA five-year rules and why they matter for both taxes and penalties. We explain the two “five-year clocks,” how ordering rules work (contributions first, then conversions, then earnings), and why tracking your own conversion history is critical, especially if you move accounts between firms. We finish with practical listener-style questions, common Roth misconceptions, and how to think about Roth conversions as part of a larger tax planning and estate planning strategy.If you want fewer surprises from Uncle Sam and more control over future taxes, subscribe, share this with a friend nearing retirement, and leave a review with your biggest Roth conversion question.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  3. 144

    Stop Betting Your Retirement On Perfect Timing

    The market can drop hard, surge 1,125 points in a day, then whipsaw you again and that’s a nightmare if you’re retiring right as you start taking withdrawals. I talk straight about what I’m seeing at the end of Q1 2026, including a real panic call from someone who trusted online reviews, handed over their life savings, and watched their account fall fast because their portfolio didn’t match their risk tolerance. That story isn’t about “bad people.” It’s about bad timing, poor risk analysis, and the retirement reality that losses early on can do damage you never recover from. We break down sequence of returns risk in plain English and why the five years before and after retirement are the danger zone. Then we zoom out to the bigger trend: record annuity sales and growing demand for guaranteed lifetime income. I explain why retirees often spend down lump sums far faster than they expect, why dependable monthly income lowers anxiety, and why I believe your plan should cover the basics with Social Security, pensions, and annuities before you take market risk with the rest. I also react to Warren Buffett’s comments about today’s stock market feeling more like a casino, plus his massive cash reserves and what that might mean for everyday investors. Finally, I share my own annuity numbers and the “sleep insurance” mindset behind building guardrails that help you avoid panic decisions. If you care about retirement planning, tax-smart income, and protecting your nest egg from volatility, subscribe, share this with a friend, and leave a review so more families can find it.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  4. 143

    Seven Smart Reasons To DELAY Social Security

    Social Security isn’t a “pick a date and hope” decision, it’s a lifetime income lever that can change your retirement and your spouse’s future. We’ve heard all the noise: claim at 62, Social Security is going broke, take it and run. We slow it down and replace the rumors with rules, math, and planning you can actually use.I’m Brad Pistol, and I explain why Social Security behaves like one of the best forms of guaranteed lifetime income. Delaying can add roughly 8% per year in delayed retirement credits up to age 70, which can turn a permanently reduced check into a much larger monthly paycheck. We also connect claiming timing to Medicare premiums, because many people file early simply so Part B and other costs get deducted automatically, then we ask the harder question: is convenience costing you long-term income?We dig into the details that decide whether delaying makes sense: your health and family longevity, the earnings test if you’re still working (including the 2026 limits), and how taxes can surprise you through provisional income and Social Security taxation thresholds. I also lay out why delaying can reduce future required minimum distributions (RMDs), help avoid unnecessary taxes, and potentially lower Medicare IRMAA surcharges later. Finally, we focus on spousal and survivor benefit planning, because the higher benefit often becomes the survivor’s check, and many couples face a real probability that one spouse lives well into their 90s.If you want a clear Social Security claiming strategy based on your numbers, listen now, then subscribe, share this with a friend who’s turning 62 or 65, and leave a review so more families can find it.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  5. 142

    7 Reasons to Claim Social Security EARLY!

    The internet is packed with confident Social Security advice, but a lot of it collapses the moment you apply the real rules. We dig into why the “just claim at 62” message spreads, what parts of it are true, and where it can flat-out mislead you, especially for married couples trying to coordinate benefits. With Peak 65 underway and millions of Americans hitting Medicare and retirement decision points, getting this right can mean the difference between stable retirement income and years of avoidable stress.We break down Part 1 of a two-part guide: seven reasons you might consider claiming Social Security early. That includes funding your go-go years, making a decision based on health and family longevity, and understanding how spousal benefits actually work when someone files before full retirement age. We also unpack why “break-even math” is not a complete strategy, and why your start date should connect to a bigger retirement income plan that accounts for real life, not perfect forecasts.Then we go into the part many people miss: taxes and Medicare. Social Security taxation hinges on provisional income, and once required minimum distributions (RMDs) begin, the combination of IRA withdrawals and benefits can push you into higher tax exposure and IRMAA Medicare premium surcharges. If you want a claiming strategy that holds up under scrutiny, you need to see how Social Security, tax planning, spousal planning, and survivor benefits fit together.If you found this helpful, subscribe for Part 2, share this with someone nearing 62, and leave a review with the one Social Security question you want answered next.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  6. 141

    A Clear Guide To Social Security Claiming With Real History And Real Numbers

    Social Security is one of the biggest levers in retirement income planning, yet most people still make their claiming decision with a rule of thumb and a half-remembered story from a friend. We wanted to fix that. From our brand new studio, we share why we expanded our office and why we went deeper on Social Security training so we can help families make decisions that hold up for decades, not just this year’s budget.We walk through the real history of Social Security from 1935 forward, because the “why” behind the program explains the “why” behind the rules. You will hear the key moments that changed everything: the arrival of COLA, the addition of disability coverage, the 1983 reforms that raised full retirement age and introduced taxation of benefits, and the 2015 law that shut down certain couple claiming strategies while leaving survivor options intact. We also unpack the latest headlines, including the 2025 Social Security Fairness Act that repealed WEP and GPO for many retirees and surviving spouses.Then we bring it back to practical claiming strategy. Social Security has thousands of rules, the SSA cannot give personalized advice, and your choice can become difficult to undo after a short window. We explain the “throughout the month” eligibility rule, how benefit payment dates are set, why full retirement age matters so much, and why the “best” age to claim is different for every household. If you want to maximize lifetime Social Security benefits, reduce retirement taxes, and build a more reliable retirement income plan, this is your starting point. Subscribe, share this with someone near retirement, and leave a review with the Social Security question you want us to answer next.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  7. 140

    Maximize Social Security in 2026 with Joseph Jordan

    Social Security is not just a government benefit. It’s a lifetime income decision that can define how retirement feels at 75, 85, or 95. We sit down with industry veteran Joseph Jordan to unpack why claiming rules feel confusing, why so many families miss meaningful dollars over a lifetime, and why the “take it at 62” advice often ignores today’s longevity reality. We talk about what’s really driving the pressure on Social Security and Medicare, starting with demographics: fewer workers supporting more retirees who live longer and need more expensive care. From there, we get practical about the new Registered Social Security Analyst (RSSA) training and the kinds of real-world scenarios it helps solve, including spousal strategies, survivor planning, divorce rules, dependent benefits, disability, and how taxes can change the net paycheck you actually keep. We also dig into Medicare IRMAA, why it surprises people, and why tax-free income sources matter more than ever in retirement income planning. That includes a clearer look at modern reverse mortgage planning, cash value life insurance, Roth IRA conversions, and the role of annuities as guaranteed lifetime income when markets and life expectancy are unpredictable. And we don’t skip the human side: retirement can bring a loss of routine, identity, and purpose, so planning has to go beyond spreadsheets. If you want to make smarter Social Security claiming choices and build a more resilient retirement income plan, listen now, then subscribe, share this with someone close to retirement, and leave a review. What question do you want answered about your Social Security strategy?Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  8. 139

    How To Plan For Parents’ Care And Protect Retirement Income with Heather Schreiber

    Your retirement plan can get blindsided by one question you never budgeted for: “What happens if my parent can’t live alone anymore?” We get real about the moment caregiving begins and why it feels like you’re solving ten problems at once: safety, doctors, accounts, passwords, housing, and family dynamics, all under time pressure.We share the practical first steps that reduce chaos fast, including how to think about legal authority like durable power of attorney and health care directives, and why waiting too long can push families into guardianship. Then we zoom out to the money side of elder care: what Medicare does and does not cover, why long-term care costs can drain savings quickly, and where Medicaid fits in. We explain the basics of Medicaid eligibility, including spend-down rules, income limits, recordkeeping, and the five-year lookback, plus why tools like a Qualified Income Trust (Miller Trust) may matter in higher-income cases.Finally, we tackle listener Social Security questions that prove claiming is never “one size fits all,” especially with a big age gap, minor kids at home, or a surviving spouse. We break down dependent and caregiver benefits, the family maximum, the earnings test for survivors, and the remarriage rules that can permanently change widow benefits. If you want clearer retirement income planning, smarter Social Security timing, and fewer surprises around Medicare and long-term care planning, this conversation gives you the framework.If this helped, subscribe, share the episode with someone navigating caregiving, and leave a review with the question you want us to answer next.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  9. 138

    How Medicare's IRMAA Can Erode Your Social Security Benefit feat. Paul Morrison

    IRMAA isn’t a headline; it’s a hidden drain on retirement income that too many people meet for the first time in a letter. We sit down with our friend and IRMAA specialist Paul Morrison to expose how Medicare’s income-related monthly adjustment amounts work, why the two‑year tax return lookback catches people off guard, and what to do before you cross the line. From the SECURE Act’s inherited IRA rules to the surge of “unretiring” workers, the pressures pushing retirees into higher surcharges are rising fast—and often avoidable with the right plan.We break down what actually counts toward IRMAA: RMDs, wages, rental income, dividends, capital gains, pension income, and even interest on municipal bonds. Then we map the flipside—what doesn’t count—so you can build flexibility into your plan. Roth conversions (especially before age 63) reduce future RMDs and keep taxable income lower, which can also reduce the portion of Social Security that’s taxed. Properly designed cash value life insurance can provide tax‑free access to funds in high‑income years without pushing you into a new bracket. We also talk through premium inflation, how Part B and D surcharges compound over time, and why staying in higher IRMAA tiers for years can shrink a Social Security check to almost nothing.This is a practical, step‑by‑step conversation designed to help you see the road ahead. We share a real IRMAA letter, discuss one‑time events that trigger big bills, and outline how to smooth income so surprises don’t show up two years later. If you’re 55 and up, the best time to start modeling taxes and Medicare costs is now. Map your income sources, plan conversions, and choose when to realize gains so you control the brackets rather than letting the brackets control you.Ready to protect your Social Security and lower future Medicare premiums? Subscribe, share this episode with someone who needs it, and leave a review with your top IRMAA question so we can cover it on a future show.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  10. 137

    How To Bulletproof A Retirement Income Plan

    A plan that looks perfect on paper can fall apart in a single day. We walk through two true stories that start with strong income, low rates, and tidy portfolios—and then get hit by the kind of events that no spreadsheet can predict. A cancer diagnosis. A fall from a ladder. A pension election that seemed smart until it erased $8,000 a month for a surviving spouse. These moments reveal the cracks most people miss: survivor income, healthcare gaps before Medicare, taxable withdrawals as a single filer, and the silent cost of picking the wrong pension option.From there, we unpack the “quadruple whammy” that drains retirements—withdrawals, market losses, fees, and taxes—and show how to counter it with clear income segmentation, protected cash flow, and smart tax strategy. We break down the ten must-answer questions that shape a resilient plan: how you’ll live, where you’ll live, how much net income you need with inflation, when to claim Social Security for the strongest survivor benefit, and how to fund healthcare and long-term care without sinking your savings. You’ll hear why relying on one bucket of pre-tax money is risky, how to pair pensions with life insurance or annuity income for true survivor protection, and why liquidity outside retirement accounts matters when life hits hard.We keep it practical and human, blending strategy with lessons learned from families who thought they were set. If you want a retirement you can count on through market volatility, tax changes, and health surprises, this guide will help you spot your blind spots and fix them. Subscribe for more candid, step-by-step retirement planning insights, share this with someone who needs a stress test, and leave a review to tell us the next topic you want us to tackle.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  11. 136

    Tax Myths, RMD Rules, And Smarter Retirement Moves for 2026

    Tax season doesn’t have to feel like a gut punch. We pull back the curtain on the biggest myths—why a refund is not a win, why the “IRA deduction saves taxes” line is misleading, and how required minimum distributions can hijack your retirement income. From contribution limits to smart rollovers, we map the moves that help you keep more of every dollar you earn.We start by reframing the goal: lifetime, after‑tax income. You’ll hear how 401k, 403b, TSP, and 457 contributions affect future taxes, when an in‑service rollover at 59½ can expand your choices, and why an IRA is an arrangement with rules, not a blank‑check account. For business owners, we compare SEP and SIMPLE IRAs—bigger buckets but trickier obligations—and explain how they fit into a broader plan that blends pre‑tax relief now with tax‑free flexibility later.Then we dig into Roth IRAs and conversions. Learn how Roth dollars can shield you from future bracket hikes, IRMAA surcharges on Medicare, and the taxation of Social Security. We break down Roth income phase‑outs, practical conversion timing, and the massive real‑world gap between a $1M traditional IRA and a $1M Roth. Finally, we highlight two advanced levers: QLACs to delay RMDs on a slice of your savings to as late as 85, and QCDs that let generous retirees send IRA dollars directly to charities after 70½ without raising taxable income.If you’re ready to stop overpaying and start planning, this conversation will give you a clear path: target break‑even instead of refunds, use workplace matches wisely, blend Roth strategies, and deploy QLACs and QCDs where they fit. Subscribe, share with a friend who needs tax clarity, and leave a review with the one question you want us to tackle next.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  12. 135

    From Journalism To Retirement Insights With ThinkAdvisor’s John Manganaro

    Ever felt that jolt of panic when you imagine your savings running out too soon? We brought in ThinkAdvisor’s John Manganaro to pull fear out of the shadows and replace it with a plan. John’s journey from late-night policy reporting to leading retirement coverage gives him a rare vantage point: he hears what top researchers discover, what advisors do on the ground, and where real people get blindsided—especially by avoidable taxes and timing mistakes.We start with IRMAA, the Medicare surcharge that often arrives two years after a big income move. If you’ve ever taken a large IRA distribution at 63 and then wondered why your Medicare costs jumped at 65, this conversation breaks down the why and the how to fix it. From Roth conversions and bracket management to Social Security timing, we get specific on ways to reduce tax drag and steady your income. Then we turn to the data: two-thirds of Americans say they fear running out of money more than death. John explains why boomers are especially exposed—early 401(k)s without auto-escalation, heavy tax-deferred balances, and missed opportunities for Roth diversification.Housing plays a starring role too. Real home prices surged in recent years, handing many retirees a powerful lever. But higher rates and the emotional weight of leaving a family home complicate decisions. We explore practical paths—downsizing, renting after selling, or right-sizing to boost cash flow—without ignoring the psychology that keeps people stuck. Finally, we tackle persistent myths. No, an 8% withdrawal rate isn’t a plan. And no, annuities aren’t one-size-fits-all or off-limits. Research from Michael Finke and David Blanchett shows how combining Social Security with a carefully chosen slice of annuitized income can create an income floor that frees you to spend confidently. That “license to spend” is about more than math—it’s about peace of mind.If you want a retirement that feels calm, resilient, and guilt-free, this episode lays out the building blocks: secure income, tax-aware strategy, and the right housing choice at the right time. Subscribe, share this with someone who needs a nudge toward a smarter plan, and leave a review with your top retirement question—we’ll tackle it on a future show.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  13. 134

    From Net Worth To Income: A Woman’s Retirement Playbook with Lynn Toomey

    What if the safest path to a confident retirement starts with who you are, not how much you’ve saved? We sit down with Lynn Toomey, founder of Her Retirement and the More for Her Collective, to unpack a human-first approach that helps women feel prepared, informed, and in control. Instead of chasing a “magic number,” we focus on personality, purpose, and practical moves that translate assets into steady, predictable income.We dig into how retirement personality types change the conversation around risk, spending, and the definition of “enough.” Lynn explains why women often feel behind—career breaks, caregiving, wage gaps—and how to rebuild confidence with clear cash flow design. From there, we get tactical: coordinating Social Security timing with taxes and Medicare, avoiding IRMAA surprises, and building an income floor that frees you to enjoy life. You’ll hear why net worth is a scoreboard, but income for life is the outcome, plus smart ways to layer pensions, annuities, and portfolio withdrawals so your plan holds up in any market.Health care is front and center. We talk longevity risk, long-term care funding options, and realistic out-of-pocket estimates that won’t blow up your budget. Lynn shares approachable strategies to reduce uncertainty, use the right professionals, and keep your plan flexible when life changes. It’s a candid, actionable guide for women who want security, clarity, and choice—without the jargon or overwhelm.Ready to feel safer and more prepared? Listen now, subscribe for more clear guidance, and share this episode with someone who needs a confident path forward. If you found value, leave a review and tell us: what does “enough” look like for you?Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  14. 133

    Dave Ramsey Says Buy Term; Brad Does The Math And Brings Receipts

    Imagine retirement income that ignores market swings while your heirs receive wealth without a tax surprise. That’s the blueprint we unpack as we walk through how permanent life insurance and lifetime annuities can lock in essentials, create tax-free liquidity, and make your estate plan work harder.We start by challenging the “returns first” mindset with a simple goal: guarantee the money that pays for your core expenses, then optimize for taxes. Banks and major corporations quietly hold billions in cash value life insurance, using it to build tax-advantaged reserves and fund future obligations. We translate that playbook to a household scale, showing how properly structured permanent policies can deliver increasing death benefits, accessible cash value, and tax-free policy loans. Along the way, we address popular advice to “buy term and invest the rest,” explain why most term policies never pay, and share clear math comparing disappearing premiums with policies that do multiple jobs for decades.You’ll hear real numbers from personal policies: a funded IUL that built six-figure cash value, increased the death benefit, and projects lifelong, tax-free income via policy loans; a 10-year-pay design targeting a $1 million tax-free benefit to cover future estate and IRA taxes; and riders that unlock cash during chronic or critical illness so you aren’t forced to sell investments in a downturn. We connect the dots between guaranteed annuity income for essentials and life insurance as a tax-free reservoir, reducing sequence risk and keeping more of your money away from the IRS.If you want a retirement plan that feels calm and deliberate, with income you can count on and a legacy that arrives cleanly to your family, this conversation delivers the steps. Subscribe for more practical strategies, share this with someone planning for retirement, and leave a review with your biggest question about building tax-free income.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  15. 132

    Social Security 2026 Made Simple with Heather Schreiber

    A comfortable retirement isn’t built on hope or hot tips; it’s built on coordination. We sit down with Social Security strategist Heather Schreiber to unpack what’s new for 2026, why a 2.8% COLA can feel smaller after Medicare premium hikes, and how IRMAA cliffs can quietly siphon thousands from your income. From the first minute, we focus on practical steps you can take right now: when to claim benefits, how earnings tests really work, and how to avoid the most common mistakes at Peak 65.The conversation goes deeper than dates and dollar amounts. We connect Social Security to pensions, survivor benefits, and taxes, showing how the wrong survivorship choice can leave a spouse short on income and stuck in higher single tax brackets. Heather makes a powerful case for building a strategy around the higher earner, planning for longevity, and using tax diversification—Roth conversions, timing IRA withdrawals, and smart sequencing—to reduce lifetime tax drag and premium surcharges. If you’ve ever wondered whether IRMAA is “only for the rich,” the numbers here will change your mind.Real life enters the studio when Heather shares her experience caring for her mom through dementia. It’s a candid look at sudden change, unpaid caregiving, and the logistical maze of doctors, safety modifications, and benefits. We talk Medicaid lookbacks, spin-down rules, and the rising cost of long-term care—and how to start family conversations before a crisis hits. The takeaway is simple: you can’t control every curveball, but you can build a plan that bends, not breaks.If you’re approaching 65—or helping a parent—you’ll walk away with a checklist to protect income, lower taxes, and prepare for unknowns. Have a question for our upcoming Ask Heather series on Social Security, Medicare, or IRMAA? Subscribe, share this episode with someone who needs it, and send your question to [email protected]. Your future self will thank you.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  16. 131

    How To Keep The Governments Hands Off Your Retirement

    A one-hour package turned into a 19-day odyssey across four states and seven planes—and it’s the perfect lens for understanding what happens when your retirement is ruled by someone else’s playbook. We take that vivid detour and map it onto 401(k)s, IRAs, TSPs, and 403(b)s, where the “silent partner” isn’t so silent: the government sets withdrawal ages, taxes your income, and tells your heirs how fast they must drain your accounts.We dig into the shifting RMD ages—70½ to 72 to 73, with 75 on the horizon—and explain how forced withdrawals can push you into higher brackets while triggering Medicare IRMAA surcharges and Social Security taxation. You’ll hear why a single distribution can be the domino that topples your whole tax plan, and how even well-known financial voices misstate rules that change the math on your life savings. Then we go deeper on beneficiaries under the SECURE Acts: spouses, non-spouse heirs, and trusts all face different clocks and penalties, with the 10-year rule often colliding with peak earning years.Most important, we outline practical moves to reclaim control: staged Roth conversions during low-income windows, qualified charitable distributions to satisfy RMDs without inflating MAGI, smarter income sequencing to avoid cliffs, and beneficiary updates that match today’s rules. The goal is not just market safety—it’s tax clarity, predictable income, and fewer bureaucratic surprises.If you’re ready to stop playing by a rulebook that changes mid-game, tap play, subscribe, and share this with someone who needs a tax-savvy retirement plan. When you’re done listening, leave a review and tell us your top retirement tax question—we might answer it on a future show.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  17. 130

    The 10 Questions You Must Ask Before You Retire

    Most people picture retirement as endless Saturdays, but the real question is what those Saturdays look like and how you’ll pay for them. We take you through the ten questions that shape a confident future: how to define your daily purpose, where to live without inflating costs, how much income you truly need, and how to build an income floor that stands up to market swings. Along the way, we dig into Social Security timing strategies, the sequence of returns risk, and why annuities with lifetime income riders can secure essentials while freeing your investments to grow.We also tackle the hidden budget breakers: health care and taxes. Medicare leaves gaps, so we walk through Medigap vs. Medicare Advantage, drug coverage, and long-term care options that keep your choices open. Then we shine a light on the “stealth debt” in tax-deferred accounts. Required minimum distributions, IRMAA surcharges, and Social Security taxation can erode cash flow unless you plan ahead. Thoughtful Roth conversions can cut lifetime taxes and protect surviving spouses and heirs.Rounding it out, we cover the must-do estate checklist—wills, powers of attorney, health directives, and those often-missed beneficiary forms on bank and retirement accounts—and the emotional side of retiring. If work has been your identity and rhythm, a phased transition or purpose-driven plan helps you avoid the post-retirement slump. Ready to turn uncertainty into a plan you trust? Subscribe, share this with someone who’s five to ten years from retirement, and leave a review with the question you’re wrestling with most. Need help now? Visit Ozarksretirement.com and click Contact Us for a free financial consultation.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  18. 129

    How Free Dinners Can Cost Your Future

    The steak is free. The advice isn’t. We pull back the curtain on the seminar ecosystem targeting people near retirement with glossy mailers, “nonprofit” classes, and polished scripts that funnel you into preselected products—often before anyone asks what you actually need. Along the way, we challenge celebrity talking points with precise rules that impact your wallet, including the real RMD ages, why half-years matter for penalties and QCDs, and how Roth conversions should be planned around tax brackets, Medicare IRMAA thresholds, and future rates rather than hype.You’ll hear two real stories that hit hard. In one, a couple with a 7% income rider compounding for over a decade was convinced to remove it to “save fees,” wiping out a lifetime income base just as illness forced retirement. In another, a rider was placed on an account meant for heirs while being omitted from the IRA facing RMDs—fees paid where benefits wouldn’t be used, and protection withheld where it mattered most. These cases show how guarantees can vanish with a single signature and why the right feature on the wrong account is still the wrong plan.We talk straight about how to protect yourself: define a clear purpose for each account—income, liquidity, or legacy—then let that purpose pick the product and features. Demand written plans that show fees, surrender schedules, conservative projections, tax implications, and stress tests. Verify fiduciary status, designations, complaints, and licensing. Be skeptical when a first meeting asks for every statement before goals are discussed. If someone recommends removing a valuable guarantee, ask for numbers proving why, and get a second opinion.If you want a plan grounded in math, rules, and your goals—not marketing—tune in and take notes. Then share this episode with a friend who’s been invited to “dinner.” Subscribe, leave a review, and tell us: what high-pressure pitch have you faced, and how did you handle it?Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  19. 128

    Mexican Food, Deer Season, And Your 401(k)!

    New year, new stakes—we’re celebrating our 17th year on the air and more than 800 shows with two big announcements: we’ve doubled our office space to expand service in the Ozarks, and we’re launching recurring “Ask Heather” segments with national Social Security expert Heather Schreiber. That means sharper guidance across Social Security timing, tax planning, Medicare, and IRMAA, all coordinated to protect your lifestyle, not just your account balance.We get candid about why “winging it” fails. A simple farm-road story and two recent health shocks reveal what really derails retirements: unplanned risks, medical surprises, and sequence-of-returns damage. We break down the “quadruple whammy” that can drain portfolios—withdrawals during downturns, market losses, fees, and taxes—and show how to counter it with guaranteed lifetime income, risk-aware allocation, and tax-smart sequencing. You’ll hear how RISA risk profiling helps match your temperament to the right income strategy, and how modern tools like LTC strategies and impairment doublers on annuities can provide crucial cash flow when life takes a turn.If you’re tired of salesy dinner seminars and want straight answers, you’ll feel at home here. We share how to build a durable income floor, when to consider Roth conversions, how to avoid forced selling, and why reviewing your plan annually is non-negotiable. Plus, a look at what’s ahead: client stories, practical checklists, and monthly content that turns complex rules into usable steps.Subscribe, share with someone who needs a real plan, and send us your Social Security and tax questions for “Ask Heather.” Ready to stress test your retirement? Visit Ozarksretirement.com, click Contact Us for a free consultation, and leave a review to help more listeners find the show.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  20. 127

    A Year Of Safe Money: Highlights, Guests, And New Tax Breaks

    A year of milestones and momentum meets a simple truth: income is the outcome. We look back at 2025 with gratitude and clarity, sharing what really moved the needle for retirees and pre-retirees—fresh tax opportunities, smarter Social Security decisions, and practical ways to turn savings into reliable monthly cash flow. From holiday reflections and new grandbabies to big stages and bigger ideas, this conversation blends heart and hard facts to help you build a retirement that feels steady, not stressful.You’ll hear highlights from a National Advisor Summit in Denver and a surreal day at Glenn Beck’s studio in Dallas, plus insights from the American College’s Horizons Conference where we interviewed leaders like Ed Slott, Jeffrey Levine, Wade Pfau, Michael Finke, David Blanchett, Jason Fichtner, Jamie Hopkins, and more. Their collective expertise powers real-world strategies: manage sequence risk, coordinate Medicare and IRMAA, optimize Social Security claiming, and build guaranteed income you can’t outlive with the right annuity design.We also unpack the One Big Beautiful Bill Act of 2025. Even without Secure 3.0 changes, the permanently extended individual tax rates expand your Roth conversion window. The estate and gift exclusions reset requires new estate modeling, and the standard deduction jumps. Most importantly, the new 6,000 dollar senior deduction per person from 2025 to 2028 can lower taxable income for retirees—even if you itemize—freeing up more cash for the life you want. Pair that with the qualified business income deduction for owners, and the case for proactive tax planning gets even stronger.Our playbook remains steady: protect your base, grow what makes sense, reduce avoidable taxes, and lock in predictable income. When your mailbox money is secure, market headlines lose their grip. Ready to see how this can work for you? Subscribe, share with a friend who needs clarity, and leave a review to help more families find us. Want personalized help and a free copy of Bulletproof, The Safe and Secure Retirement Income Plan? Visit Ozarksretirement.com and request your no-cost consultation.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  21. 126

    Retirement Then And Now: What It Really Takes to Retire in 2026

    Prices change, risks evolve, and so do the rules of a secure retirement. We take a time jump from 1971 to 1989, 2001, 2008, and today to uncover what history teaches about building income you can trust. Along the way, Brad shares personal stories, like his father’s 2008 losses at Merrill Lynch and the pivot that created guaranteed paychecks for life, to show how real households turn pain into better planning.We break down the forces that matter most: the true cost of living in 2025, the impact of taxes on every withdrawal, and why sequence of returns risk can undo decades of saving if your first retirement years collide with a downturn. You’ll hear how the “quadruple whammy”—withdrawals, losses, fees, and taxes—erodes portfolios, and how to counter it with a blended strategy that pairs market growth with guaranteed lifetime income. We also explore practical tax planning moves like Roth conversions, bracket management, and smarter Social Security timing, plus how location and lifestyle change your target number more than any rule of thumb.By the end, you’ll see a blueprint for resilience: set a reliable income floor, diversify risk, cut avoidable taxes and fees, and keep a cash buffer for rough markets. Whether you’re eyeing Missouri’s lower costs or navigating a high‑cost coastal city, this approach scales to your life. Ready to stress‑test your plan and keep more of what you’ve earned? Subscribe, share this with a friend who’s retiring soon, and leave a review with your top retirement question so we can help in a future show.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  22. 125

    800th Episode Special featuring Dr. Wade Pfau, Tom Hegna, Ed Slott, Heather Schreiber and Sheryl Moore,

    Eight hundred shows in, the mission hasn’t changed: build income you can trust so you can sleep well at night. To celebrate the milestone, we brought together five leaders whose work has shaped modern retirement planning—Tom Hegna on the go‑go, slow‑go, and no‑go years, Heather Schreiber on Social Security strategy and IRMAA, Cheryl J. Moore on the truth about indexed annuities, Dr. Wade Pfau on the RISA framework, and Ed Slott on turning tax traps into tax opportunities.We start with Hegna’s simple playbook: guarantee paychecks for life during the go‑go years so you actually spend; set a real plan for long‑term care risk in the slow‑go years; and use life insurance to deliver legacy, tax advantages, and permission to enjoy your savings. From there, Schreiber shows how spousal benefits, retroactive filing, and the repeal of GPO/WEP for certain cases can unlock more income for families with non‑covered pensions, while also flagging IRMAA’s two‑year lookback so you don’t get ambushed by Medicare surcharges.Moore clears the fog around fixed indexed annuities—principal protection, growth linked to an index with a floor, and options for lifetime income that mirror what people already love about Social Security and pensions. Then Pfau explains why the Retirement Income Style Awareness assessment changes the conversation: Total Return, Income Protection, Time Segmentation, or Risk Wrap aren’t rival camps, they’re valid paths. When your plan matches your psychology—probability vs. safety, flexibility vs. commitment—you stick with it through volatility.Ed Slott closes with a blunt truth: taxes are the biggest lever between the retirement you want and the one you get. Multi‑year Roth conversion planning, RMD strategy, beneficiary design, and charitable giving can shift wealth from forever taxed to never taxed and keep IRMAA in check. If you’re ready to align guaranteed income, healthcare planning, and tax efficiency with your personal style, let’s talk.Subscribe, share this milestone with a friend who loves smart money talk, and leave a review with your biggest aha—what would help you sleep better at night?Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  23. 124

    Mastering ROTH IRA's for Retirement Success featuring Ed Slott

    You don’t build a great retirement by guessing the market’s next swing; you build it by owning your tax future. To mark our 800th show, we sit down with Ed Slott, America’s IRA expert, to map a clear path from tax-deferred uncertainty to tax-free control. We revisit the 2010 Roth conversion opening and draw a straight line to today’s unusually wide, still-low tax brackets that make strategic conversions a rare bargain. Ed explains why “tax laws are written in pencil” and how bracket-filling, not RMD minimums, is the mindset that protects your wealth.From there, we tackle the Secure Act’s 10-year rule and how it reshapes legacy planning. If you’re counting on traditional IRAs to serve your children well, think again. Compressing distributions into a decade often collides with peak earnings and higher brackets, turning inheritance into a tax headache. We outline smarter tools: Roth IRAs for tax-free growth and withdrawals, and permanent life insurance for income tax-free wealth transfer, control, and larger net inheritances. This is where the single greatest income tax benefit in the code does the heavy lifting.Finally, we get practical about peace of mind. Guaranteed income changes behavior and lowers stress, especially when markets feel like a casino. We walk through how annuities can create a reliable base for essential expenses, reduce sequence risk, and free you to invest the rest with confidence. Place those guarantees inside a Roth and you’ve upgraded to guaranteed, tax-free income you can tap when needed. If your goal is freedom from taxes, worry, risk, and bad advice, this conversation gives you a plan you can put to work now.If you’re ready to keep more and share less, subscribe, leave a review, and share this episode with someone who needs a tax-smart retirement plan. For a free consultation, call 866-780-7233 or visit Ozarksretirement.com.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

  24. 123

    Dr. Riley Moynes - Navigating The Four Phases Of Retirement

    The first year after you stop working feels like a dream—then real life shows up. We map the true shape of retirement through four phases: the thrilling vacation year, the unexpected season of loss and being lost, the trial-and-error reset, and finally the reinvention that brings purpose back to the center. Drawing on insights from Dr. Riley Moynes, Tom Hegna, Dr. Wade Pfau, and years of client stories, we show why the nonfinancial side—routine, identity, relationships, and health—can make or break even the best-funded plan.I walk through how decumulation planning turns savings into steady, tax-smart income, and why timing Social Security, coordinating withdrawals, and stress-testing healthcare costs matter more than chasing returns. We confront the surge in gray divorce with candid data and practical steps, from dividing assets and protecting Social Security to preparing for housing and legal expenses. We also unpack the emotional fallout—grief, anxiety, isolation—and the habits that rebuild meaning and community.From the go-go to the slow-go and eventually the no-go years, the aim is a plan that funds life while life still feels full. That means clear cash flow for essentials, flexible savings for the fun, and long-term care strategies that protect dignity and family. You’ll leave with a realistic roadmap, sharper questions for your advisor, and a toolkit to rewire purpose as the years change. If you’re ready to design the next chapter with intention, hit play—and then share your phase, your worries, and your wins.Enjoyed the conversation? Follow, rate, and share the show. For a free review and resources, call 866-780-7233 or visit Ozarksretirement.com and click Contact Us.Send us Fan MailTo learn more about Brad Pistole and the Ozark Retirement Group, please visit www.ozarksretirement.com 

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ABOUT THIS SHOW

Safe Money Radio host Brad Pistole is a nationally recognized Financial Professional who specializes in planning that protects principal from stock market volatility and creates guaranteed lifetime income. Listen here to receive insights from Brad and hear what he has to say regarding retirement income planning.

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Brad Pistole

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