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  • Do I Need a Financial Advisor If I Have $5 Million?
    Choosing an Advisor

    Do I Need a Financial Advisor If I Have $5 Million?

    Not always. Plenty of people with $5 million manage their own money well. But at $5 million the hard parts are no longer picking investments. They are taxes, Medicare surcharges,…

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  • White colonial home in a Boston suburb in autumn with a brass house key on the front step
    Tax Planning

    Selling Your Home in Massachusetts: The Real Tax Bill

    If you are married, the first $500,000 of gain on your home is tax-free ($250,000 if you are single). Everything…

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  • A single evergreen tree standing in front of a vast misty forest of evergreens at sunrise
    Tax Planning

    How Do I Diversify a Concentrated Stock Position?

    You diversify a concentrated stock position by selling it down on a written schedule while controlling which tax bracket each…

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  • Tax Planning

    Qualified Charitable Distributions: Giving From Your IRA

    A qualified charitable distribution (QCD) is a direct transfer from your IRA to a qualified charity that never enters your…

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  • A mature oak and a young sapling in a misty New England field at sunrise
    Tax Planning

    The Inherited IRA 10-Year Rule: What Heirs Must Know

    If you inherit an IRA from anyone other than your spouse, you almost certainly have to empty the entire account…

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  • Tax Planning

    Tax-Loss Harvesting: Real Benefit or Overhyped?

    Tax-loss harvesting is real but badly oversold: banking a capital loss usually does not eliminate tax, it only delays it,…

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  • Tax Planning

    Net Unrealized Appreciation: The 401(k) Tax Break for Stock

    Net unrealized appreciation (NUA) is a tax break that lets you pay long-term capital gains rates — instead of ordinary…

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  • Tax Planning

    Should I Leave Massachusetts to Lower My Taxes in Retirement?

    For most Massachusetts retirees, leaving the state saves far less than the headlines suggest. The 5% flat income tax is…

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  • Abstract image representing the Massachusetts 4% surtax income threshold
    Tax Planning

    The Massachusetts Millionaires Tax: What the 4% Surtax Means

    Massachusetts charges an extra 4% surtax — the “millionaires tax” — on the portion of your taxable income that exceeds…

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  • Tax Planning

    Medicare IRMAA: The Hidden Tax on Higher-Income Retirees

    IRMAA (the Income-Related Monthly Adjustment Amount) is a surcharge Medicare adds to your Part B and Part D premiums once…

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