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Recent Guides

Most Stocks Lose Money. What 100 Years of Data Mean for Your Concentrated Stock Position.
Over 100 years, just 46 US companies created half the stock market's wealth. Here's what Hendrik Bessembinder's research means for a concentrated stock position.
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QSBS Guide 2026: How to Turn Startup Stock Into $15 Million Tax-Free
Section 1202 lets qualified shareholders exclude up to $15M in federal capital gains. See how QSBS works, who qualifies, and what changed under OBBBA.
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Optimizing IRA Rollovers with NUA: Turn Employer Stock into Tax Alpha
Learn how Net Unrealized Appreciation (NUA) can convert employer stock in a 401(k) into capital gains, extend tax deferral, and reduce concentration risk.
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The Hidden Risk in Your Portfolio, and How to Fix It
From the author of “Managing Concentrated Stock Wealth,” Tim Kochis outlines smart, tax-efficient strategies to diversify concentrated equity.
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Why Savvy Advisors Lead with Tax Strategies
Investors are discovering exchange funds — not through their advisor, but through ChatGPT.
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Direct Indexing in 2026: Basics, Tradeoffs, and Comparisons
Learn the basics of direct indexing in 2026—how it compares to ETFs, key tax advantages, and where it fits in a modern portfolio.
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Addressing Concentration Risk

  1. The Hidden Risk in Your Portfolio, and How to Fix It
    From the author of “Managing Concentrated Stock Wealth,” Tim Kochis outlines smart, tax-efficient strategies to diversify concentrated equity.
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Tax

  1. Managing Tax Drag When Diversifying Your Portfolio
    Understand how tax drag can slow the growth of your portfolio – and learn strategies for reducing taxes when you sell your stocks.
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Equity Compensation

  1. To sell or not to sell (your RSUs)? Consider these key factors.
    Follow our simple framework to decide whether to hold, sell, or find a middle ground.
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Charitable Strategies

  1. Why Every Investor Should Consider A Donor-Advised Fund
    Donor-advised funds (DAFs) are growing in popularity as the fastest-growing form of philanthropy, with over $52 billion granted to charities from DAFs in 2023. Yet, many savvy investors are still unaware of what they are, and how they allow you to donate generously and save thousands on your tax bill.
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