Expert Tax Advice for Life's Biggest Financial Moments
Life’s biggest financial moments often bring excitement, uncertainty, and a long list of decisions. Whether you’re selling your business, letting go of a rental property, receiving an unexpected inheritance, or preparing for retirement, thoughtful tax planning can make a substantial difference in your outcomes. As a CPA, I’ve guided many clients through these transitions, helping them avoid costly mistakes, while maximizing their opportunities. If you’re “planning something big,” here’s what you need to know.
Selling Your Business: Tax Planning Essentials
Selling a business is a milestone – but it comes with complex tax consequences. Before you sign on the dotted line, consider these steps:
- Structure the Sale Wisely: Asset sales and stock sales are taxed differently. The structure can impact your tax liability, timing, and even who pays which taxes. Consult with your CPA early to determine the best approach for your situation.
- Understand Capital Gains Tax: The gain from your sale may be subject to federal and state capital gains taxes. Planning ahead could help you take advantage of lower rates or exclusions, such as the Section 1202 Qualified Small Business Stock exclusion, if eligible.
- Plan for Estimated Payments: A large influx of income can create a big tax bill. Your CPA can help you estimate and make timely payments to avoid penalties and surprises at tax time.
Selling a Rental Property: Understanding Tax Implications
The sale of a rental property can trigger several tax considerations, some of which catch property owners off guard. Here’s what to keep in mind:
- Capital Gains and Depreciation Recapture: Not only are profits from the sale potentially subject to capital gains tax, but any depreciation you claimed over the years may be “recaptured” and taxed at higher rates.
- 1031 Exchanges: If you’re reinvesting in another property, a 1031 exchange might allow you to defer taxes. The rules are strict, so work closely with your CPA to comply with all deadlines and reporting requirements.
- State and Local Taxes: Don’t overlook how your location affects the tax outcome. Some states have special rules or added taxes on property sales.
Receiving an Inheritance or Windfall: Steps to Take
An inheritance or sudden windfall can be life-changing – but it’s important to pause and plan before making big decisions. Here’s how a CPA can help:
- Assess Tax Obligations: While inheritances are generally not taxed as income, certain assets (like retirement accounts or investment property) may have built-in tax liabilities. Your CPA can help you understand what’s taxable now and what can be deferred.
- Strategize Future Growth: Consider how to invest or allocate your windfall for long-term security. Tax-efficient investing and charitable giving strategies can help preserve your wealth.
- Plan for Estate and Gift Taxes: If you plan to pass the wealth forward, your CPA can advise on gifting strategies, trusts, and other tools to minimize future taxes.
Tax Planning Before Retirement: Securing Your Future
Approaching retirement is an ideal time to revisit your tax plan. The choices you make now can affect your income, benefits, and taxes for years to come.

- Optimizing Withdrawals: Understand the tax impact of drawing from different accounts – traditional IRAs, Roth IRAs, brokerage accounts, and more. Coordinating withdrawals with your CPA can help manage your tax bracket and extend your savings.
- Social Security and Medicare: The timing of your Social Security benefits and Medicare enrollment can have tax consequences. Planning ahead can help you avoid surcharges or higher premiums.
- Required Minimum Distributions (RMDs): Once you reach a certain age, you’ll be required to take distributions from retirement accounts. Early planning can help you avoid penalties and unnecessary taxes.
Why Year-Round CPA Guidance Matters
Major financial changes don’t always fit neatly into the calendar or tax season. That’s why ongoing year 'round communication with your CPA is essential. We’re here to answer questions, run projections, and help you make the most informed choices at every stage. Regular check-ins allow us to adjust your plan as your goals and circumstances evolve.
If you’re facing a significant financial change, don’t go it alone. The right tax planning can save you money, reduce stress, and give you confidence about your decisions. Contact Myrick CPA for a personalized consultation – you deserve expert guidance to make your big plans a success.





