Practical advice for successful retirement planning.

Ryan Morrissey Ryan Morrissey

7 Costly IRMAA Traps That Can Increase Your Medicare Premiums in Retirement

Understanding Medicare's Income-Related Monthly Adjustment Amount (IRMAA) could save you hundreds—or even thousands—of dollars each year.

Most retirees assume that once they enroll in Medicare, they'll simply pay the standard monthly premium. Unfortunately, that's not always the case.

If your income exceeds certain thresholds, Medicare can charge you significantly more for both Part B and Part D coverage through a surcharge known as the Income-Related Monthly Adjustment Amount (IRMAA).

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Ryan Morrissey Ryan Morrissey

Index Funds vs. Actively Managed Funds: Do Active Managers Really Perform Better During Market Volatility?

One of the most common questions I receive from retirees and pre-retirees is:

"Should I move out of index funds when the stock market becomes more volatile?"

Many investors have heard that professional fund managers are able to navigate difficult markets better than index funds because they can actively buy and sell investments as conditions change.

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Ryan Morrissey Ryan Morrissey

5 Reasons to Avoid Variable Annuities in Retirement (And the Hidden Fees Most Investors Never See)

Variable annuities are often marketed as a safe and reliable solution for retirees seeking guaranteed income. Attend enough retirement dinner seminars and chances are you'll hear a presentation promoting the benefits of a variable annuity.

While these products can offer certain guarantees, many retirees are unaware of the substantial fees, restrictions, and long-term drawbacks that often accompany them.

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Ryan Morrissey Ryan Morrissey

4 Financial Scams That Could Threaten Your Retirement Savings in 2026

According to the FBI, financial scams continue to rise every year, costing Americans billions of dollars annually. Unfortunately, retirees are often prime targets because scammers know they may have accumulated significant retirement savings, investment accounts, and home equity over a lifetime of hard work.

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Ryan Morrissey Ryan Morrissey

Required Minimum Distributions (RMDs): How They’re Calculated and 7 Ways to Potentially Reduce Them

For many retirees, reaching age 73 brings a new retirement planning challenge:

Required Minimum Distributions (RMDs).

If you’ve spent decades saving in tax-deferred retirement accounts like IRAs and 401(k)s, the IRS eventually wants its share. That means you can’t simply leave the money untouched forever—at some point, you must begin withdrawing a minimum amount each year and paying taxes on those distributions.

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Ryan Morrissey Ryan Morrissey

Are You Missing Out on Your Full Spousal Social Security Benefit?

Social Security is one of the most important sources of retirement income for millions of Americans. Yet many retirees don’t fully understand how spousal Social Security benefits work—or worse, they may unknowingly leave money on the table.

I recently discovered this exact issue while reviewing a client’s retirement income plan. They were entitled to a significantly higher Social Security benefit but had unknowingly missed out on additional monthly income.

If you are married, divorced, or approaching retirement, understanding how spousal Social Security benefits work could have a major impact on your retirement cash flow.

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Ryan Morrissey Ryan Morrissey

Can You Live Off Dividends Alone in Retirement? Pros, Cons, and What Retirees Need to Know

One of the most common questions I hear from pre-retirees and retirees is:

“Can I just live off the dividends from my portfolio in retirement?”

It’s an understandable question. The idea of living off passive income—never having to sell investments, simply collecting dividend checks—sounds appealing.

But is building a dividend-only retirement portfolio actually the best strategy?

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Ryan Morrissey Ryan Morrissey

In-Plan Roth Conversions: How to Move Money From a Traditional 401(k) to a Roth 401(k)

If you’re maximizing your retirement contributions and looking for ways to create more tax-free income in retirement, an in-plan Roth conversion may be a strategy worth considering.

Many employees are familiar with contributing to a traditional 401(k) or even completing a Roth IRA conversion—but fewer understand that some employer-sponsored retirement plans allow you to convert money inside your 401(k) from pre-tax or after-tax dollars into a Roth account.

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Ryan Morrissey Ryan Morrissey

How Social Security at 62 Can Impact Your ACA Health Insurance Subsidy

If you’re considering claiming Social Security at age 62, there’s one critical factor you may be overlooking: how it could affect your Affordable Care Act (ACA) health insurance subsidy.

For early retirees—especially those not yet eligible for Medicare—this decision can cost you thousands of dollars per year if not planned properly.

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How to Avoid IRS Underpayment Penalties in Retirement (2026 Tax Guide)

With the April 15 tax deadline fast approaching, many taxpayers are wrapping up their 2025 filings — while others are filing for extensions.

But there’s a growing issue that’s catching more people off guard each year: IRS underpayment penalties.

According to a recent Wall Street Journal report, these penalties are rising sharply — especially among higher-income earners and retirees. If you were surprised by a penalty this year, now is the time to make sure it doesn’t happen again in 2027.

Let’s walk through what’s happening, why it matters, and how to avoid it.

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Ryan Morrissey Ryan Morrissey

How To Manage The Impact From the IRAN War On Your Retirement Portfolio

It’s been an interesting month in the stock market, to say the least, following the start of the Iran War, which began on February 28, 2026.

Since the start of the conflict, the S&P 500 has declined roughly 6%, largely due to the sharp increase in oil prices. Rising oil prices can impact nearly every part of the global economy because oil affects transportation, manufacturing, shipping, and production costs for countless goods and services.

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Ryan Morrissey Ryan Morrissey

Filing a Tax Extension For 2025? 4 Costly Mistakes to Avoid

It’s officially tax season—and while many people are preparing to file their returns, others may need more time. Filing a tax extension can be a smart move, especially if you:

  • Have a complex financial situation

  • Own a business

  • Are waiting on important tax documents

  • Want to avoid rushing and making mistakes

But here’s the key: a tax extension is often misunderstood—and if handled incorrectly, it can lead to penalties, interest, and unnecessary stress. In this guide, we’ll break down the 4 most common tax extension mistakes and how to avoid them.

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Ryan Morrissey Ryan Morrissey

7 Common Tax Filing Mistakes to Avoid this tax season (2026)

Tax season is here, and for many people that means gathering documents, organizing receipts, and preparing to file a tax return. Whether you work with a tax preparer or file your taxes yourself, there are several common mistakes that can cost you money, delay your refund, or even trigger penalties from the IRS.

In this article, we’ll review seven of the most common tax filing mistakes I frequently see from both tax preparers and individuals who file their own returns. Avoiding these mistakes can help ensure your return is processed smoothly and that you pay only the taxes you actually owe.

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Ryan Morrissey Ryan Morrissey

Gifting to Your Children While You're Alive: What to Consider & How to Minimize Taxes

If you have children and would prefer to help them financially now — rather than waiting until you’re gone — this guide is for you.

More parents today are choosing to gift assets during their lifetime. With strong market performance, rising real estate values, and growing estate sizes, many families are in a position to transfer wealth earlier. Some estimates suggest that over $124 trillion will change hands by 2048.

But before writing a large check or transferring appreciated assets, there are important financial and tax considerations.

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