Keystone CPAs-
Market Highs Are Great But Are You Ready for the Tax Impact?
Keystone CPAs-
Market Highs Are Great But Are You Ready for the Tax Impact?
Where Gains Can Trigger Taxes
Many clients are seeing growth in areas like:
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Brokerage accounts and equities
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Restricted stock units (RSUs) and incentive stock options (ISOs)
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Cryptocurrency holdings
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Business interests or passive investments
-
Brokerage accounts and equities
-
Restricted stock units (RSUs) and incentive stock options (ISOs)
-
Cryptocurrency holdings
-
Business interests or passive investments
When you sell appreciated assets, you will likely owe capital gains tax, up to 20 percent federally, plus a 3.8 percent Net Investment Income Tax (NIIT) and any state taxes. But watch out, even if you don’t sell, some events can still trigger taxable income, such as:
- Capital gains distributions from funds or brokerage accounts
- RSU vesting or ISO exercises
- Liquidity events or partial buyouts of business interests
Failing to plan for these can lead to surprises during tax season.
What You Can Do Before Year-End
- Offset gains by selling other investments at a loss (tax-loss harvesting)
- Donate appreciated assets directly to charity or donor-advised funds to avoid capital gains tax and get a deduction
- Shift income or deductions depending on your expected 2025 tax bracket
- Explore installment sales or long-term exit planning for your business
- Take advantage of the Qualified Small Business Stock (QSBS) exclusion if you qualify
Don’t Forget About Estimated Taxes
Big gains or spikes in income can throw off your quarterly estimated tax payments. Even if you plan to pay your full tax bill by April, the IRS may charge penalties if your estimates are too low during the year.
Make sure your estimated payments are on track to avoid unexpected penalties.
Why Now Is the Time to Act
- Identify potential tax triggers
- Put strategies in place before it is too late
- Avoid IRS penalties for underpayment
- Align your tax approach with your financial goals
