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Retire With Ryan

Retire With Ryan

著者: Ryan R Morrissey
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概要
If you're 55 and older and thinking about retirement, then this is the only retirement podcast you need. From tax planning to managing your investment portfolio, we cover the issues you should be thinking about as you develop your financial plan for retirement. Your host, Ryan Morrissey, is a Fee-Only CERTIFIED FINANCIAL PLANNER TM who lives and breathes retirement planning. He'll be bringing you stories and real life examples of how to set yourself up for a successful retirement.2020 Retirewithryan.com. All Rights Reserved 個人ファイナンス 経済学
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  • Roth Conversion FOMO, #330
    2026/11/03
    Today's episode takes a closer look at one of the hottest topics in retirement planning: Roth conversions. With so much buzz on social media and in the personal finance world, it can feel like everyone is making a Roth conversion—but is it right for you? I discuss how Roth conversions work, who is eligible, the benefits, the tax implications, and important considerations like required minimum distributions, charitable giving, and Medicare premiums. Whether you're feeling a bit of Roth conversion FOMO or just curious about the reality behind the hype, this episode offers practical insights and guidance to help you decide whether a Roth conversion belongs in your retirement strategy. You will want to hear this episode if you are interested in... [01:30] Tax-free vs. taxable income in retirement[04:59] Roth conversion rules and benefits[07:36] Medicare IRMAA and Roth conversions[11:09] Intention to leave a tax-free inheritance [12:16] How to process a Roth conversion[13:28] Year-end financial planning tips The Roth Conversion Perception vs. Reality There's a lot of Roth conversion chatter online, leading many to believe that "everyone" is jumping on the opportunity. Yet, statistics tell a different story. Data from the Investment Company Institute revealed that in 2023, only 1.6 million Roth conversions occurred, representing just $36.7 billion out of a staggering $17 trillion held in traditional IRAs nationwide. Fidelity also reported that only 2% of IRA customers completed Roth conversions in a recent year. So it looks like actual conversions remain the exception, not the rule. Understanding Who Can (and Can't) Convert A key theme that emerged was the flexibility of Roth conversions. Anyone, regardless of age—even those under 59½—can do a Roth conversion, so long as the money is moved from a traditional IRA or eligible retirement plan. However, not all inherited IRAs are eligible. Only IRAs inherited from a spouse may be converted; non-spousal inherited IRAs cannot. Additionally, conversions don't need to be all-or-nothing; partial conversions are allowed and often advisable. There is also a five-year rule: every Roth conversion starts a new five-year clock. If funds from the conversion are withdrawn before five years (and before reaching age 59½), taxes or penalties may apply to any earnings withdrawn. Who Stands to Gain? Several points were raised, including who truly benefits from converting. Generally, if you're in a lower tax bracket now but expect to be in a higher bracket later—due to RMDs, pensions, or legislative tax increases—a Roth conversion can lock in today's lower tax rate on your retirement savings. Avoiding required minimum distributions (RMDs) is another crucial incentive. RMDs from traditional accounts become mandatory at age 73 or 75, depending on your birth year, and can force you into a higher tax bracket. Systematic Roth conversions can reduce future RMD obligations, offering more control over taxable income in retirement. If a tax-free inheritance for beneficiaries is a priority, prepaying the taxes now via conversion allows heirs to enjoy tax-free withdrawals later. When Does a Roth Conversion Not Make Sense? The discussion explored scenarios where a conversion might be counterproductive. If you expect to drop into a lower tax bracket in retirement, staying put with your traditional IRA could save taxes overall. High-income years are generally a poor time to convert, as you'll pay taxes at your (currently) elevated rate. Other circumstances that may negate the benefits include: Triggering Medicare IRMAA surcharges due to increased taxable income Plans to make qualified charitable distributions of RMDs, which are already tax-neutral Limited life expectancy, where the long-term, tax-free benefit may not have time to materialize Tax and Implementation Considerations The tax you owe in your conversion year is based on your total taxable income, including earned income, retirement income, and Social Security. Paying conversion taxes from outside funds, rather than the IRA, amplifies future growth potential. Ideally, you make conversions in low-income years or early in retirement, when you remain in a lower tax bracket (12% is typically optimal). Proper record-keeping and filing IRS Form 8606 are essential steps for accurate reporting. Resources Mentioned Retirement Readiness ReviewSubscribe to the Retire with Ryan YouTube ChannelDownload my entire book for FREE Everyone's talking about Roth conversions, but here's how few people really do them — and why you shouldn't have FOMO about it - MarketWatch About Form 8606, Nondeductible IRAs Connect With Morrissey Wealth Management www.MorrisseyWealthManagement.com/contact Subscribe to Retire With Ryan
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    15 分
  • What Happens To My HSA When I Enroll In Medicare? #324
    2026/09/22
    How much have you thought about Health Savings Accounts (HSAs) and what happens to them once you enroll in Medicare? Whether you're nearing age 65, wondering if you can keep contributing to your HSA, or curious about how you can use your HSA funds in retirement, this episode covers it all. I explain the rules around HSA contributions after enrolling in Medicare, the types of medical expenses you can pay for tax-free, and what happens to your HSA if there's still money in it after you pass away. You will want to hear this episode if you are interested in... [01:51] Ineligibility to contribute to HSAs after enrolling in any part of Medicare [03:02] When to stop HSA contributions[05:46] Automatic Medicare enrollment when collecting Social Security or some retirement benefits [08:00] Contrast between using IRA vs HSA to pay medical expenses [09:39] Using HSA for family expenses[14:27] Using the HSA post-65 for medical or other expenses What Changes With Medicare? One of the most important things to keep in mind is that once you enroll in any part of Medicare, you are no longer eligible to make HSA contributions. Continuing to contribute after enrolling in Medicare results in excess contributions, which are subject to a 6% excise tax each year the excess remains in the account. This penalty also applies to any income generated by those excess contributions, so immediate corrective action is necessary if you find yourself in this situation. Importantly, Medicare Part A coverage can be retroactive for up to six months if you delay enrollment. Because of this, it's recommended to stop contributing to your HSA at least six months before signing up for Medicare to avoid accidental over-contributions. Letting your employer know and possibly switching away from a high-deductible health plan before enrolling in Medicare can help prevent mistakes. Can You Still Contribute If You're Working Past 65? Some individuals continue working beyond age 65 and may wonder if they can keep adding to their HSA. The answer depends on two main factors: your (or your spouse's) participation in a qualified employer-sponsored health plan, and whether you are receiving Social Security or railroad retirement benefits. If you're still working and covered by a group plan with at least 20 employees, you can delay Medicare enrollment and keep contributing to your HSA. However, as soon as you start receiving Social Security or railroad benefits, you're automatically enrolled in Medicare Part A, meaning you must halt HSA contributions—even if you're still working. Carefully timing your Social Security enrollment can help maximize your HSA benefits. Making Tax-Free Withdrawals: Qualified Expenses After 65 Once you turn 65, your HSA is yours for life, even though contributions must stop. Withdrawals for qualified medical expenses remain tax-free—these include doctor's visits, prescription drugs, dental and vision care, hospital stays, Medicare Part B, Part D, and Medicare Advantage premiums, but not Medigap premiums. For example, if you and your spouse spend $500 monthly on Medicare premiums, you could take $6,000 out of your HSA tax-free each year. Long-term care costs, including insurance premiums and care expenses, can also be paid with HSA funds within certain annual limits based on your age. These limits increase with age, reaching $6,200 per year for those 71 and older as of 2026. What Happens to Your HSA After You Die? Upon death, if your spouse is the named beneficiary of your HSA, the account simply becomes theirs—with all tax advantages preserved. For any other named beneficiary, the HSA must be cashed in and its balance treated as ordinary income, losing its tax-preferred status. If no beneficiary is named, the HSA passes to your estate, triggering potentially higher taxes and delays in distribution. Resources Mentioned Retirement Readiness ReviewSubscribe to the Retire with Ryan YouTube ChannelDownload my entire book for FREE Connect With Morrissey Wealth Management www.MorrisseyWealthManagement.com/contact Subscribe to Retire With Ryan
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    16 分
  • What If I Retire Right Before A Market Crash? #325
    2026/09/29
    What should you do if the stock market crashes right after you retire? In this episode, I discuss what happens if you experience a major market decline in your early retirement years, explain the concept of sequence of return risk, and share a few strategies to safeguard your hard-earned nest egg and maintain peace of mind. You will want to hear this episode if you are interested in... [01:20] What to do if the stock market crashes right after retiring[04:09] Sequence of return risk explained[07:14] Preparing for market declines in retirement[13:43] Tax strategies during market decline[15:24] Roth conversions and retirement planning[16:54] Market declines are recurring and necessary for capturing market returns Risks Retirees Face Retiring at a market peak brings risks. When still working, a market downturn lets you buy investments at lower prices. You have time on your side—and a regular paycheck. In retirement, however, your portfolio often becomes your primary income source. After years of building a $1.5 million nest egg, imagine seeing it drop by 25%, to $1.125 million, just months after retiring—without paychecks to replenish it. Your portfolio potentially shrinks, and you're withdrawing money from a diminished resource, hampering its ability to recover as markets eventually rebound. Understanding Sequence of Return Risk A key concept is sequence of return risk, which refers to the danger that poor investment returns strike early in retirement. Two retirees may earn the same average annual return, but if one encounters downturns at the start of retirement while the other faces them later, their financial outcomes can be drastically different. Early losses, combined with withdrawals, can irreparably harm a portfolio, making recovery much harder—even if average returns are the same. Five Steps to Safeguard Your Retirement Portfolio How can you prepare for, and withstand, a major market correction right after retiring? Here are my five key steps: 1. Hold Short-Term Reserves Every retiree should allocate a portion of their portfolio to short-term bonds, cash, or money market funds. This "bucket" provides a buffer, covering your withdrawals during market downturns so you don't have to sell stocks at a loss. Depending on your risk profile, aim to set aside 5 to 10 years' worth of expected withdrawals in these safer assets. 2. Regularly Review Your Asset Allocation As you approach retirement, your investment mix should grow more conservative. Adjusting your asset allocation—perhaps settling on a portfolio of 60% stocks and 40% bonds or cash—can help limit losses. Ask yourself: How much of a decline can you stomach? Even diversified portfolios can lose 25% in significant downturns, which, on a $2 million portfolio, means a $500,000 drop. 3. Stay Flexible with Retirement Spending Categorize your expenses into essentials (housing, food, insurance) and wants (travel, memberships). If markets fall and portfolio withdrawals become a high percentage of your assets, consider temporarily reducing want-based spending. This flexibility buys time for markets to recover and helps your assets last longer. 4. Tax-Smart Withdrawal Strategies If you hold both taxable and tax-advantaged accounts, be strategic. In a downturn, withdrawing from taxable accounts—especially if they contain holdings at a loss or long-term capital gains taxed at lower rates—may minimize your tax burden compared to pulling from traditional IRAs or 401(k)s. 5. Consider Roth Conversions in Down Markets A market drop can be an opportunity: converting pre-tax IRA assets to Roth IRAs at lower prices means a lower tax bill and the chance for future tax-free growth as values recover. Should You Delay Retirement During a Market Crash? Ensure your financial plan, reviewed with a professional, can weather market shocks before taking the leap 16:25. Stock market declines are inevitable but have historically been followed by recovery and growth—especially for those who avoid panic and keep a steady course. A stock market crash immediately after retirement is daunting, but it doesn't have to ruin your plans. By building robust short-term reserves, adjusting your asset allocation, retaining spending flexibility, employing smart withdrawal strategies, and seizing opportunities like Roth conversions, you can navigate downturns with confidence. Remember: market declines are normal, and with a well-constructed plan, your retirement can weather any storm. Resources Mentioned Retirement Readiness ReviewSubscribe to the Retire with Ryan YouTube ChannelDownload my entire book for FREE Connect With Morrissey Wealth Management www.MorrisseyWealthManagement.com/contact Subscribe to Retire With Ryan
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    19 分
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