TaylorMade Retirement with Taylor Demars, CFP®

Taylor Demars, CFP®
  • 5.0 (5)
  • INVESTING

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. 2D AGO

    New Health Insurance Rules Just Created a Hack For Early Retirees

    The 2026 health insurance subsidy cliff is back — and it could cost early retirees over $20,000 a year in unnecessary premiums. In this video, I break down the exact withdrawal strategy we used to drop a couple's health insurance premium from $28,000/year to under $5,000/year. Same plan. Same coverage. Same doctors. If you're retiring before 65 and wondering how to afford ACA health insurance before Medicare, this is the most important number you need to understand: your MAGI (Modified Adjusted Gross Income). I'll show you what counts toward MAGI, what doesn't, and the hidden income traps that catch even careful planners off guard. ⏱️ Timestamps: 0:00 – $28,000 or $5,000: same plan, different strategy 1:30 – What is MAGI and why it controls your premium 3:15 – The 2026 subsidy cliff explained (KFF data) 4:30 – Tom & Susan's $3.4M early retirement problem 6:45 – The income you don't know you have (municipal bond trap) 8:00 – Why we paid full price in 2026 on purpose 9:15 – The blended withdrawal strategy ($140K spending, $60K MAGI) 10:45 – The trade-off: is it worth pulling from Roth early? 12:00 – 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this information should be construed as tax, legal, financial, insurance, financial advice, or other advice and may be outdated or inaccurate.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.

    12 min

  2. 6D AGO

    Should You Buy More Company Stock?

    When your company stock has treated you well, buying more might feel like the obvious move. But investing decisions tied to your employer carry unique risks that many people underestimate. In this episode, Taylor walks through the psychology behind doubling down, the blind spots that creep in, and how to think more strategically about long-term retirement security Here’s what we discuss in today’s show: 🏢 Company Stock Risk – Concentration inside retirement accounts 📩 Listener Question – Buying more after strong performance ⚖️ Over-Concentration – Paycheck and portfolio exposure 📊 Diversification Options – Alternatives beyond employer stock 🧾 Tax Planning – Account types and flexibility 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.

    12 min

  3. MAR 3

    The Retirement Tax Strategy Most People Overlook Completely

    Your healthiest retirement years are also your best tax planning years, but many people miss this crucial window 🎯. This video explains how individuals often waste their health by working longer and their tax planning for retirees opportunities through rushed decisions. With eight years of experience, I've seen this pattern repeat, emphasizing the importance of proper retirement tax strategies to optimize your retirement income and avoid unnecessary retirement taxes. 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.

    17 min

  4. FEB 26

    Financial Gifts for Grandkids: Smart Moves or Costly Mistakes?

    Becoming a grandparent changes everything, including how you think about money. For many families, the natural instinct is to help financially. But the “how” matters just as much as the heart behind it. In this episode, Taylor tackles a listener’s question about the best ways to financially support grandchildren. The key is to give in a way that doesn’t compromise your own retirement and strategy that aligns with your long-term goals. Here’s what we discuss in today’s show: 💰 Grandparent Planning: Investing wisely for a newborn 🎓 529 & Brokerage: Education vs flexible investing 🇺🇸 Trump Accounts: Seed funding and employer contributions 📜 Trust & Gift Rules: Control and tax considerations 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.

    15 min

  5. FEB 24

    The 5 Levels of Retirement Wealth in 2026

    After helping hundreds of retirees, Taylor has discovered a dirty secret about wealth... net-worth does not equate to net lifestyle.  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.

    12 min

  6. FEB 19

    Storm-Proof Your Retirement Plan

    Some investors stay calm when market turbulence hits. Others feel the pressure immediately. The difference often isn’t intelligence or experience; it’s preparation. Taylor uses a weather metaphor to explain why understanding your true risk tolerance matters more than predicting the next downturn. The goal isn’t to forecast every storm. It’s to build a plan strong enough to handle them without forcing lifestyle changes or emotional decisions when conditions get rough. Here’s what we discuss in today’s show: 🌩 Storm-Proofing Strategy – Building plans that expect volatility 📉 Volatility & Tolerance – Market swings reveal true comfort levels 🧠 Defining Risk Tolerance – Capacity, appetite, and behavior differences ⚖️ Tolerance Influencers – Time horizon, income stability, past experiences 🏦 Bond Bunker Approach – 4–6 years income buffer strategy 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.

    12 min

  7. FEB 17

    The 5 Retirees Who Should NOT Hire A Financial Advisor

    After working with hundreds of clients, Taylor has learned a hard truth most advisors will never say out loud... He has turned away more people than he has helped. Not because they could not afford it. Not because they were not smart. But because hiring an advisor would have been a waste of their money. Hiring a financial advisor is a lot like a marriage. If your goals are not aligned, it will be expensive, painful, and end badly. In this episode, Taylor breaks down 5 personality types who should not hire a financial advisor at all — and 1 type of person who can see massive benefits from the right partnership. If you recognize yourself in one of these categories, this could save you years of stress and hundreds of thousands of dollars. What you will learn: Why chasing market returns is the fastest way to ruin a retirementWhy panic hiring an advisor leads to bad decisionsWhen being frugal actually costs you more moneyWhy smart DIY investors still have blind spotsThe hidden risks of being “comfortable”The one personality type that thrives with the right advisorResources: 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.

    10 min

  8. FEB 12

    The Gray Areas That Actually Matter in Retirement

    Rules of thumb make retirement planning sound simple, but simplicity can be misleading. Many of the decisions that matter most don’t fit neatly into checklists or headlines. Today, Taylor challenges black-and-white thinking and focuses on the trade-offs that quietly shape how retirement actually feels. Sometimes the hardest part isn’t choosing, it’s realizing there isn’t a perfect answer. Here’s what we discuss in today’s show: 🧾 Social Security Timing: Why there’s rarely one “correct” filing age 💡 Income Ripple Effects: How one decision quietly reshapes the rest of your plan 💰 Liquidity Trade-Offs: When flexibility matters more than optimization 🎁 Spending vs. Legacy: Deciding who benefits from your money and when ⏳ Retirement Transitions: Easing in versus stopping all at once 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.

    17 min
See All (38)

5
out of 5
5 Ratings

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. 

Information

You Might Also Like