TaylorMade Retirement with 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.
Episodes
38 episodes
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 $...
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11:36
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 be...
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11:32
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...
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16:38
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 listene...
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14:40
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.
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12:10
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 tole...
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12:21
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 sma...
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10:28
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 t...
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16:53
Why People Dumber Than You Retire Before 60 & You Don't
Why are people with less money than you already free? Let's talk about it...
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12:34
Selling an Inherited Home: The Tax Fear That Stops Families
When a parent passes away, emotions and finances tend to collide, especially when real estate is involved. One of the most common things that stalls families is fear of taxes, even when that fear isn’t fully understood. Today’s listener questio...
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16:45
I am 57 With $4,000,000 in Savings. How Much Can I Spend in Retirement?
Taylor recently worked with a client facing a challenge many high-net-worth individuals know all too well: analysis paralysis. Even at 57, with $4 million in savings and no debt, he was frozen by fear at the thought of taking the leap into reti...
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16:33
Mailbag: Forced to Retire Early- Now What?
What happens when retirement starts earlier than planned? In this mailbag episode, a listener facing a layoff at age 55 asks how concerned they should be- and what options they actually have. The conversation walks through why early retirement ...
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11:24
Buy These 3 Things And Your Retirement Will Never Be The Same
If you've got 7 figures saved for retirement but it still doesn't feel like enough, the problem isn't your portfolio size- it's your deployment strategy.
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10:49
Mailbag: Can an Inheritance Replace Long-Term Care Insurance?
Is it smart to skip long-term care insurance if you expect a future inheritance? In this episode, a listener’s mailbag question sparks a conversation about the risks of planning around money that isn’t guaranteed. The discussion explores why in...
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10:38
The Hidden Wealth Trap: Why These 5 “Safe” Assets Are Quietly Making You Poor
Taylor reveals the 5 "safe" assets that secretly make you poor- investments that seem secure, but may actually be working against you.
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13:43
Financial Myths That Can Quietly Wreck a Retirement Plan (Part 2)
Some retirement myths sound reasonable enough that they start to feel true. In Part 2 of this series, Taylor continues the conversation by unpacking four more of those assumptio...
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13:10
Most Retirees IGNORE This Social Security Truth...
Today, we're covering the ugly truth about claiming Social Security late, and why the conventional advice to wait until 70 could cost you money and freedom.
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20:47
Financial Myths That Can Quietly Wreck a Retirement Plan (Part 1)
Some of the most damaging retirement mistakes don’t come from reckless decisions; they come from ideas that sound reasonable and get repeated often enough to feel true. In part 1 of this 2-part series, Taylor tackles retirement myths that quiet...
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14:48
The 401k Change That COMPLETELY Changes Early Retirement
What if the biggest mistake preventing your early retirement isn't your account balance, but how you're thinking about your 401k?
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16:48
Legacy Planning Without Overpaying the IRS: Retirement Tax Strategies
Wondering how to leave a legacy for your heirs without handing more than you need to Uncle Sam? In this episode, Taylor tackles a listener’s question about legacy planning and smart tax strategies in retirement. Get insights on how to be more i...
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17:55
The ACA Medicare Hack That Makes Early Retirement Feel Easy
Today, Taylor reveals the healthcare hack that makes early retirement feel easy and shows how the ACA marketplace can save you $20,000 a year, so the years before Medicare don’t hold you back.
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16:18
Financial Gifting: What Retirees Need to Know
With the holidays approaching, many retirees ask a simple question with complex implications: How can I help my kids financially- without creating tax headaches or hurting my own retirement? This conversation walks through smart gifting strateg...
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15:36
How Much You Really Need to Retire Early (55/60/65)
What if everything you've been told about retirement savings is wrong? According to Fidelity, by age 40, you should've saved 3x your annual salary, and by 50, that jumps to 6x your income. If you're shocked, you're not alone. And figures like t...
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11:48
How 2025 Changed Your Financial Plan: Year In Review
A lot happened in 2025… Big political swings, stubborn inflation, new tax rules, and even a historic government shutdown. But what actually matters for your financial life? Today, Taylor looks back at the year’s biggest headlines and what they ...
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13:37
5 Smart Reasons to Start Social Security at 62
Deciding when to take Social Security is a major decision in your retirement planning, and while many people wait until full retirement age or beyond, there are some solid reasons to start at age 62. Today, Taylor breaks down why taking early c...
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