TaylorMade Retirement with Taylor Demars, CFP®

Taylor Demars, CFP®

Welcome to TaylorMade Retirement! Featuring Taylor Demars, a 3rd-generation financial advisor and CFP®, this podcast explores what it really takes to build a retirement that works- for your money and your life.  Each episode breaks down strategies, stories, and steps to help listeners approach retirement with clarity and confidence. From cutting taxes to avoiding common retirement traps, Taylor draws on decades of family expertise to make complex financial ideas easy to understand. Because life should shape your money, not the other way around. 

  1. 1h ago

    My Honest Advice To Anyone Retiring With $2M+

    My Honest Advice To Anyone Retiring With $2M+ Work with Taylor: https://www.demarsfinancial.com/start-here Retiring with $2 million or more can create incredible opportunities—but it also comes with important financial decisions that can have a lasting impact on your lifestyle, taxes, and legacy. If you're thinking about retiring with 2 million or wondering how to retire with 2 million, this episode walks through the key decisions Taylor believes matter most before and after retirement. He explains how to build a sustainable 2 million retirement strategy by creating a reliable retirement income plan and focusing on smart retirement income planning. You'll learn how to structure your retirement paycheck, think through retirement spending, and understand how much to retire with confidence based on your own goals rather than someone else's expectations. He also covers advanced planning topics that can make a meaningful difference over time, including retirement tax planning, the ideal withdrawal order retirement strategy, making the most of the Roth conversion window, and avoiding unnecessary taxes and penalties. He'll discuss social security timing, how the survivor benefit social security rules work, ways to avoid the IRMAA  Medicare surcharge, and what to know about the ACA subsidy cliff if it applies to your situation. Beyond taxes and investments, he talks about sequence of returns risk, why retirement coordination is so important, evaluating a pension election, handling deferred compensation, and understanding the go go slow go no go years framework so your financial plan matches how retirement typically evolves over time. He also explains why giving yourself permission to spend retirement savings can be just as important as building wealth in the first place. Whether you're planning a high net worth retirement or simply want a smarter approach to protecting and enjoying your savings, this video will help you make more informed decisions and avoid common retirement mistakes. Timestamps: 00:00 - Intro 01:00 - Advice 1: Your Math Isn't The Problem Anymore 04:23 - Advice 2: Nobody Around You Is Built For This Moment 08:03 - Advice 3: You Money Must Work As One System 12:10 - Advice 4: The First 3 Years Are Everything 16:03 - Advice 5: Your Biggest Threat Is Looking Back At You Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  2. 5d ago

    The 5 D's of Retirement Planning

    Based on a recent article from Kiplinger, there are five keys to a retirement plan that actually holds up over time. They all happen to start with the same letter — which either means it's a great framework or someone really wanted it to work out that way. Taylor explores how these five areas provide a practical framework for evaluating the strength and sustainability of your retirement strategy. How well does your plan address all five? Here’s what we discuss in today’s show: 🧩 Diversification: Build income across multiple tax buckets ⏳ Duration: Plan for money to last 🛡️ Downside Protection: Prepare for early retirement losses 💳 Discretionary Income: Understand your true lifestyle spending ⚓ Return Drag: Reduce taxes, fees, and idle cash How to Turn a $1 Million Nest Egg Into a Lifetime Income Machine https://www.kiplinger.com/retirement/retirement-plans/how-to-turn-a-usd1-million-nest-egg-into-a-lifetime-income-machine Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  3. Aug 4

    Just Retired at 63? It's the Most Dangerous Year of Your Financial Life - Here's Why

    Get started on your retirement strategy here: https://www.demarsfinancial.com/start-here?utm_source=Youtube&utm_medium=Videolink&utm_campaign=46210 📋 The Retire Once Guide (free) — find out whether you're actually ready to pull the trigger: https://www.demarsfinancial.com/retire-once-guide Master your first year of retirement by navigating crucial financial decisions. Learn how to manage income and taxes to avoid costly mistakes. The first year of retirement is a critical period that sets the foundation for your long-term security. This episode focuses on five major decisions that converge during this time, specifically designed for those approaching or currently in the transition phase. We break down the complexities of retirement financial planning to help you organize your affairs effectively. We examine how to identify and structure your retirement income sources while managing the tax implications of withdrawals and conversions. You will learn the importance of planning for tax payments early to ensure your cash flow remains consistent. By listing all expected financial events that impact your tax returns, you can avoid surprises and keep more of your savings. Implementing a solid retirement tax strategy now provides clarity for the years ahead. This guide offers the framework you need to coordinate these moving parts successfully. Timestamps: 0:00 Why year one is the "takeoff" 0:46 The five decisions and the one question connecting them 1:19 The switch: your paycheck stops, your portfolio starts 1:52 The one thread running through all five 2:07 Decision 1: Social Security timing (the hardest to walk back) 3:33 Decision 2: Where your new paycheck comes from 5:04 Decision 3: Medicare premiums that follow your income 5:44 What happened to David (the IRMAA example) 7:24 How we help couples coordinate this 7:33 Decision 4: Paying your own taxes in retirement 9:03 Decision 5: The Roth conversion window 10:56 Why all five are really one decision 11:26 The year-one checklist (order of operations) 12:13 The yellow flag and the red flag 12:54 How to book a call Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  4. Jul 30

    The Danger of Being Well-Informed The Financial World

    Having more financial information at your fingertips should make decisions easier, but often, it does the opposite. In this episode, Taylor explores why constant access to research, opinions, and advice can leave investors overwhelmed or falsely confident. You’ll also hear how to evaluate what you’re hearing and recognize when more information is no longer helping. Are you truly informed, or has all that research made it harder to move forward?  Here’s what we discuss in today’s show: 🔍 Research Overload: More information can create confusion 📰 Media Incentives: Clicks often matter more than clarity 🤖 Missing Context: AI may overlook personal circumstances ⚠️ Generic Advice: Someone else’s strategy may not fit 🧩 A Clear Roadmap: Personalized planning creates clearer direction ✅ False Confidence: Misinformation can feel dangerously convincing Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  5. Jul 28

    I'm A 3rd Gen Advisor. Here's What I Tell Every Client At 62

    Get started on your retirement strategy here: https://www.demarsfinancial.com/start-here?utm_source=Youtube&utm_medium=Videolink&utm_campaign=46203 📋 The Retire Once Guide (free) — find out whether you're actually ready to pull the trigger:  https://www.demarsfinancial.com/retire-once-guide Most retirement advice was built to help you grow your money. Almost none of it was built to help you actually use it. Taylor is a third-generation financial advisor, and after watching this industry change from the inside since his grandfather started his firm in 1975, here's what he's learned: the word "financial advisor" can mean three completely different jobs, all wearing the same business card. One sells products. One manages a portfolio. Only one actually plans your retirement. And at 62, that difference can quietly cost you a real piece of what you spent a lifetime building, plus the part no statement will ever show you. In this episode, he breaks down how the industry got stuck optimizing the wrong half of retirement, the three ways that gap costs you, and four questions you can use to tell whether your plan is actually built for this part of your life, whether you have an advisor, you're shopping for one, or you're doing it all yourself. Chapters 0:00 — The questions no one's answering at 62 1:18 — Why "financial advisor" tells you almost nothing 2:07 — When the job was just selling products 3:01 — The rise of the portfolio (and "fee-only") 5:06 — The meeting that changed how Taylor sees this work 6:33 — The job retirement actually requires 7:55 — Cost #1: The years you can't get back 9:58 — Cost #2: Money, but no plan to use it 11:28 — Cost #3: The plan only one spouse understands 13:06 — The fix: reverse the order 14:02 — 4 questions to pressure-test any plan 15:10 — What to do next Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  6. Jul 23

    How to Plan a Guilt-Free Vacation in Retirement

    Dreaming of big trips in retirement but worried they’ll derail your nest egg? Travel is one of the biggest goals people have for retirement, but actually spending the money can bring more anxiety than excitement. In this episode, Taylor explains how a thoughtful retirement plan can permit people to enjoy the experiences they have spent decades saving for. Tune in to learn how to permit yourself to travel boldly while keeping your retirement on track. It’s time to learn how to spend intentionally and enjoy retirement without constantly second-guessing every trip. Here’s what we discuss in today’s show: 🏖️ Guilt-Free Travel: Enjoy vacations without second-guessing every expense 🧳 Plan Integration: Build travel directly into retirement spending 🗺️ Travel Goals: Match trips to each retirement phase ⚖️ Couples Tension: Balance different travel styles and priorities 💳 Trip Budgeting: Attach real numbers to future experiences 🩺 Hidden Costs: Prepare for insurance and overseas expenses Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  7. Jul 21

    I Retired at 61 With $3.4M. Now Where Does the Money Come From?

    If you want your own custom portfolio-to-paycheck system, book a call here: https://www.demarsfinancial.com/start-here?utm_source=Youtube&utm_medium=Videolink&utm_campaign=46195 👉 Get free access to the same professional retirement planning software we use with our clients: https://www.demarsfinancial.com/right-express Retirement income sounds simple until the paychecks stop. This couple retired with $3.4 million and a paid-off house, and three weeks in it felt like going broke, because no one had ever built the system that turns a portfolio into a monthly paycheck. This is the part of retirement almost no one prepares you for. For thirty years, the whole job is saving. Then the deposits stop, and overnight you're supposed to know how to pay yourself from a stack of accounts you spent a career filling. Most people have plenty saved. What they don't have is a plan for where each month's income actually comes from. In this episode, Taylor walks through the exact system he builds for couples in that spot, using one real example with names and details changed. You'll see: * The three-bucket approach, and why your cash "pantry" is a reserve, not your monthly income * The simple, almost boring change that makes your savings feel like a paycheck again * How to keep that paycheck coming during a market downturn without being forced to sell stocks while they're down, which is the heart of managing sequence of returns risk * Which accounts to spend from first, and how a smart withdrawal order can keep more of a six-figure lifestyle in the 12% federal tax bracket or below * The low-tax "gap years" before Social Security and required minimum distributions (RMDs) begin, and why it's one of the best tax-planning windows in retirement * Three questions to ask your spouse tonight to find out whether you have a real retirement income plan, or just a pile of accounts If you're a few years from retirement with a solid nest egg and no clear picture of how it becomes income, this one is for you. 0:00 Retired with $3.4M, and it felt like going broke 1:02 Plenty saved, but something felt off 2:08 The question that stopped them cold 2:51 When "we don't know" spreads to everything 3:31 It's not a money problem. It's a paycheck problem. 4:11 Why no one taught you how to spend it 4:44 The three buckets: pantry, bond bunker, growth 5:51 Piece 1: The pantry (how much cash to hold) 7:02 Piece 2: The 15-minute paycheck setup 8:28 "Isn't that cash just sitting there?" 9:15 Piece 3: What to sell, and when 10:54 Which account to spend from first (your tax bill) 11:53 How a six-figure retirement can pay almost no tax 13:05 The part you can't do yourself 13:52 3 questions to ask your spouse tonight 14:57 How Paul & Susan's story ended Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

  8. Jul 14

    They Had $3.5M and a 98% Score — Here's the Catch.

    Want a retirement plan optimized for what matters most? Start here: https://www.demarsfinancial.com/start-here?utm_source=Youtube&utm_medium=Videolink&utm_campaign=46186 👉 Get free access to the same professional retirement planning software we use with our clients: https://www.demarsfinancial.com/right-express We made this couple's retirement plan better — and their Monte Carlo "success score" dropped from 95% to 88%. Here's why that's not a red flag. It's the entire point. A high "retirement success score" feels reassuring. But that number only holds if everything goes exactly to plan: your investment returns, your timeline, future tax rates, how long you and your spouse live, and how much you spend each year. The one thing it can't account for is that life never goes exactly to plan — which, ironically, is the only thing we can truly count on. Over three months and seven planning meetings, we rebuilt this couple's plan to be tax-smart and ready for real life — income, taxes, investments, healthcare, and estate planning. On paper, the score went down. In real life, the plan got far stronger. In this episode, Taylor breaks down what a Monte Carlo retirement score actually measures, why a better plan can score lower, and the three "what-ifs" the score quietly ignores: the surviving-spouse "widow's penalty," the hidden cost of never spending what you worked so hard to save, and the curveballs no spreadsheet predicts. If you're 55–65 with most of your savings in tax-deferred accounts (401(k), IRA) and you want to retire with real confidence — not just a higher number on a dashboard — this one's for you. We'll get into tax diversification, Roth conversions, and why a balanced mix of taxable, tax-deferred, and tax-free money gives you options when life changes the plan. 0:00 – The review that dropped their retirement score (95% → 88%) 0:57 – Why a higher score can be a false sense of security 2:35 – The pre-tax trap: $3.5M, RMDs & a growing tax bill 3:47 – The fix: same money, reshaped into tax-free Roth 5:10 – Why tax-deferred money ties your hands (income tax + IRMAA) 6:05 – The widow's penalty: when the survivor pays double 6:58 – Why a Monte Carlo score is never actually "right" 8:08 – The road trip: Google Maps, a snowstorm & life's curveballs 9:23 – The trips and purchases you keep putting off 10:08 – Sudden costs: illness, chronic care & getting boxed in 10:53 – 95% to 88%, explained: trade-offs & Roth conversions 12:01 – The real question: not "will it last," but "how usable?" 13:00 – Run your own numbers + book a call Resources: Website:  https://www.demarsfinancial.com/ Phone: (509) 536-9556 Schedule an introduction call with Taylor: https://bit.ly/demarspodcast Check out Taylor's YouTube Channel: https://www.youtube.com/@TaylorMadeRetirement Taylor's Newsletter: https://demars-financial-group.kit.com/827c64fe0e Disclaimer: Since we don't know your specific situation, none of this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate. It is your responsibility to verify all information yourself. This content is prepared for entertainment purposes only. If you need advice, please contact a qualified CPA, attorney, insurance agent, financial advisor, or the appropriate professional for the subject you would like help with. Demars Financial Group, LLC or its members cannot be held liable for any use or misuse of this content. Advisory services offered through Demars Financial Group LLC, a Registered Investment Advisor. Demars Financial Group is not affiliated with LPL Financial.

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About

Welcome to TaylorMade Retirement! Featuring Taylor Demars, a 3rd-generation financial advisor and CFP®, this podcast explores what it really takes to build a retirement that works- for your money and your life.  Each episode breaks down strategies, stories, and steps to help listeners approach retirement with clarity and confidence. From cutting taxes to avoiding common retirement traps, Taylor draws on decades of family expertise to make complex financial ideas easy to understand. Because life should shape your money, not the other way around. 

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