Real Money Pros

Articles

Dive deeper into retirement planning and other topics.

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Asset Location: Why Where You Hold Your Investments Matters

Asset Location: Why Where You Hold Your Investments Matters

Investors spend a great deal of time deciding what to own. Which funds should make up the portfolio? How much should be allocated to stocks versus bonds? Should international markets play a larger role? Is there enough diversification? Are investment costs reasonable? Those are important questions. But as wealth accumulates across different types of accounts,…

A Retirement Projection Is Not a Retirement Plan

A Retirement Projection Is Not a Retirement Plan

Retirement calculators have become one of the most common tools investors use to gauge their readiness for retirement. Enter a few assumptions, estimate future spending, click a button, and receive a probability of success. For many people, that number becomes a source of confidence. If the projection says the plan works, retirement feels achievable. If…

Stock Compensation Tax Planning: RSUs, Stock Options & ESPP Mistakes

Stock Compensation Tax Planning: RSUs, Stock Options & ESPP Mistakes

For many high earners, stock compensation feels like a sign that things are going well. And often, it is. Restricted stock units. Employee stock purchase plans. Stock options. These benefits can be powerful wealth-building tools — particularly for executives, key employees, and professionals at thriving companies. But they can also introduce a level of financial…

Turning Your HSA Into a Tax-Free Income Tool

Turning Your HSA Into a Tax-Free Income Tool

Most people are familiar with the basic benefits of a Health Savings Account (HSA). Contributions may be tax-deductible, the assets can grow without current taxation, and withdrawals for qualified medical expenses are generally tax-free. That combination alone makes the HSA one of the more tax-efficient accounts available. However, the way the account is used over…

Tax Strategies Investors Often Miss During Market Downturns

Tax Strategies Investors Often Miss During Market Downturns

Market downturns usually trigger the same reaction. People look at their accounts, see things down, and immediately shift into defense mode—cut risk, wait it out, or just hope things recover. That instinct makes sense. But for investors with more substantial portfolios, that’s only part of the picture. What often gets missed is that volatility doesn’t…

1099 Reporting Issues That May Cause You to Pay More Tax Than Necessary

1099 Reporting Issues That May Cause You to Pay More Tax Than Necessary

With the federal filing deadline for 2025 individual returns set for April 15, 2026, many taxpayers are doing what they do every year: gathering 1099s, uploading PDFs, and assuming the forms tell the whole story. Often, they do. But when retirement-account transactions are involved, that assumption can sometimes lead to confusion about how those transactions…

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