2024 Year-End Tax Strategies for Your Stock Portfolio

2024 Year-End Tax Strategies for Your Stock Portfolio

Published on December 23, 2024

As 2024 comes to a close, it’s crucial to review your stock portfolio to implement strategies that minimize taxes. By making some strategic moves, you can avoid paying high taxes on short-term capital gains and lower the tax rate on your gains, potentially reducing it to 23.8% or even 0%. Here are seven strategies to maximize your tax savings and optimize your portfolio before the year ends.


Key Tax Rules You Need to Know:

Before diving into strategies, it’s important to understand the tax rules that govern your stock portfolio:

  1. Short-term capital gains and ordinary income are taxed up to 40.8%, which includes the 37% top income tax rate plus the 3.8% Net Investment Income Tax (NIIT).
  2. Long-term capital gains are taxed at rates ranging from 0% to 23.8%, depending on your income.
  3. Stock dividends are taxed at rates between 0% and 23.8%, depending on your income.
  4. Capital loss limitations: You can offset your capital gains with capital losses, but losses over $3,000 can be carried over to future years.
  5. Loss order: The IRS allows you first to offset long-term gains with long-term losses, then offset short-term gains with short-term losses.
  6. Charitable donations: Donating appreciated stock allows you to deduct the fair market value, and donating depreciated stock allows you to deduct the fair market value of the loss.
  7. Taxable losses: Donating depreciated stocks doesn’t allow you to claim a loss. You need to sell the stock before donating to claim a loss.

Seven Tax-Saving Strategies:

  1. Offset Gains and Losses: To avoid paying the higher tax rate of 40.8% on short-term capital gains, consider selling stocks with long-term losses. Offset the high taxes on short-term gains using long-term losses, effectively reducing your tax liability.
  2. Use Long-Term Losses to Offset Ordinary Income: If you have long-term losses, you can use them to offset up to $3,000 of ordinary income. This strategy can help eliminate taxes on income taxed at a higher rate. For example, use a 23.8% loss to offset a 40.8% tax on short-term gains.
  3. Avoid the Wash-Sale Rule: The wash-sale rule prevents you from recognizing a loss if you buy the same or substantially identical stock within 30 days before or after selling it. If you sell a stock at a loss and wish to claim that loss in 2024, make sure to wait more than 30 days before repurchasing it.
  4. Don’t Die with Loss Carryovers: Capital loss carryovers from previous years can offset future gains. However, if you die with these losses, they may be lost unless your surviving spouse can carry over the losses. To avoid losing these valuable carryovers, sell stocks or assets before the year ends to realize any losses.
  5. Leverage Lower Tax Brackets: If you have family members in a lower tax bracket, consider gifting appreciated stocks to them. When they sell the stocks, they will pay taxes at their lower rates, which could be significantly less than your rate. For example, if your parents or children are in a lower tax bracket, they will pay less tax on dividends or capital gains than you would.
  6. Donate Appreciated Stock to Charity: One of the best ways to maximize tax savings is by donating appreciated stock to charity. By donating appreciated stock directly to a 501(c)(3) organization, you can:
    • Deduct the full fair market value of the stock as a charitable contribution.
    • Avoid paying taxes on the appreciation, which could be significant. For example, if you bought stock for $1,000 and it’s now worth $11,000, you could deduct $11,000 without paying taxes on the $10,000 profit.

      Remember, however, that your charitable donation deductions are capped at 30% of your adjusted gross income (AGI) if you donate appreciated stocks. Any excess can be carried forward for up to five years.
  7. Avoid Donating Stock with Losses: If you have stock that has decreased in value, selling the stock to realize the loss gives you a tax deduction. Donating depreciated stock directly to charity will not allow you to claim the loss. Instead, sell the stock, claim the tax-deductible loss, and then donate the cash to the charity. This way, you can maximize your charitable contribution and offset your taxable gains.

Takeaways

The strategies outlined in this article provide opportunities to reduce your taxable income and ultimately pay less in taxes. You can keep more money in your pocket by offsetting gains and losses, donating appreciated stock, and making the most of lower tax brackets. The key to success is planning. With a little planning, these tax strategies can provide substantial savings, so take action now to optimize your stock portfolio for the year-end.

Return to Blog

Read other blog posts

Primer: When Cancellation of Debt (COD) Income Can Be Tax-Free

Published on December 09, 2024
When a borrower’s debt is canceled, it generally results in a Cancellation of Debt (COD) income, which is taxable under federal law. However, several essential exceptions allow this income to be excluded from taxes, depending on the circumstances. Here’s an overview of when and how COD income can be tax-free: General Rule: COD Income Is […]
Primer: When Cancellation of Debt (COD) Income Can Be Tax-Free

Do You Owe Self-Employment Tax on Airbnb Rental Income?

Published on December 02, 2024
A key question for many Airbnb hosts and vacation property owners is whether they owe self-employment tax on the income they earn from renting out their properties. The IRS addressed this issue in **Chief Counsel Advice (CCA) 202151005**, which provides insights into the treatment of rental income for self-employment tax purposes. However, it’s important to […]
Do You Owe Self-Employment Tax on Airbnb Rental Income?

Are You Cheating Yourself by Using IRS Mileage Rates?

Published on November 25, 2024
Choosing Between IRS Mileage Rates and Actual Expenses for Business Vehicle Deductions In 2022, if you purchased a $50,000 SUV for business use and drove it 15,000 miles (87% business-related), you would have to decide whether to use the IRS standard mileage rates or the actual expense method to deduct vehicle-related costs. The IRS mileage […]
Are You Cheating Yourself by Using IRS Mileage Rates?

The Supreme Court Likely Shook Up Your Buy-Sell Agreement

Published on November 11, 2024
The U.S. Supreme Court’s recent decision in the Connelly case significantly impacts businesses that utilize buy-sell agreements funded by life insurance for shareholder succession. This ruling may affect estate tax liabilities and the valuation of company shares when a shareholder dies, prompting companies to reconsider their agreements. Background on Buy-Sell Agreements Buy-sell agreements are essential […]
The Supreme Court Likely Shook Up Your Buy-Sell Agreement

The Department of Labor Makes It Harder to Hire Independent Contractors

Published on November 04, 2024
The U.S. Department of Labor (DOL) is tightening regulations around the classification of workers, making it more challenging for businesses to classify workers as independent contractors instead of employees. This shift is primarily aimed at ensuring more workers receive protections under the Fair Labor Standards Act (FLSA), which mandates minimum wage and overtime pay. FLSA […]
The Department of Labor Makes It Harder to Hire Independent Contractors

BOI Latest Updates for Dissolved and Disregarded Entities

Published on October 28, 2024
As the deadline for filing Business Ownership Information (BOI) reports approaches, businesses must ensure compliance with the U.S. Department of the Treasury’s Financial Crimes Enforcement Network (FinCEN). Understanding the specific requirements and recent updates is critical to avoid severe penalties. Filing Deadlines Businesses that existed on January 1, 2024, are required to file their BOI […]
BOI Latest Updates for Dissolved and Disregarded Entities

Tax Reform: Entity Choice—Proprietorship or S Corporation?

Published on October 21, 2024
The recent tax reforms have introduced new considerations for high earners in choosing their business structure, particularly regarding the benefits of operating as an S corporation. The key incentive is the Section 199A deduction, which allows qualifying business owners to deduct 20% of their qualified business income (QBI). This article delves into the implications of […]
Tax Reform: Entity Choice—Proprietorship or S Corporation?

Update on State Pass-Through Entity Taxes Beating the SALT Cap

Published on October 14, 2024
State pass-through entity taxes (PTET) have become a prevalent strategy for businesses across the U.S., allowing them to bypass the $10,000 annual limit on state and local tax (SALT) deductions imposed by federal tax law. The primary advantage of PTETs is that they enable owners of pass-through businesses—such as multi-member LLCs, partnerships, and S corporations—to […]
Update on State Pass-Through Entity Taxes Beating the SALT Cap

Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Published on October 07, 2024
In the United States, the tax system operates on a “pay-as-you-go” basis, requiring taxpayers—individuals and corporations—to make tax payments throughout the year based on income earned. This system ensures that tax liabilities are paid incrementally rather than in a lump sum at year-end. Payments can be made through withholding from wages or estimated tax payments, […]
Understanding Estimated Tax Penalties: How to Avoid Costs and Comply with IRS Rules

Leasing vs. Buying a Business Vehicle: Which Option Saves You More?

Published on September 30, 2024
When deciding whether to buy or lease a business vehicle, evaluating which option costs less involves more than just comparing initial and ongoing expenses. The decision should account for available cash, tax benefits, and the time value of money. The Key Differences Between Leasing and Buying Buying: When you purchase a vehicle, you own it […]
Leasing vs. Buying a Business Vehicle: Which Option Saves You More?