Tax Loss Harvesting: Reduce Your Tax Bill

Introduction

Tax loss harvesting sounds like a complex method, but the underlying concept is simple. You sell an investment that’s trading below your purchase price, utilize the loss to offset taxable gains, and reinvest in a way that keeps your long-term plan on track.

This is not about attempting to lose money. This is about smarter use of a loss you already have in your portfolio.

Investors with taxable brokerage accounts can use tax-loss harvesting to lessen the tax bite on capital gains. Depending on the tax laws that apply to you, in some situations losses may also offset a limited amount of ordinary income.

The best time to utilize this technique is after market drops, portfolio rebalancing, or years in which you sold winners and earned taxable gains. It doesn’t work so well when you’re inside of a retirement plan because gains and losses inside of tax-advantaged accounts are often considered differently.

The trick is to harvest those losses without making a foolish tax error or harming your investment strategy.

Short Answer

Tax loss harvesting is when you sell investments at a loss to offset taxable capital gains. If losses are greater than gains, some taxpayers may be entitled to offset a limited amount of ordinary income and carry unused losses forward. This method works best in taxable accounts and must be managed carefully due to wash sale laws.

Key Takeaways

Important PointWhat That Means
Tax-loss harvesting exploits actual losses on investmentsYou sell a bad investment and use the loss for tax planning.
It relates mostly to taxable accountsIt normally does not help inside 401(k), IRA or similar tax-advantaged accounts.
Losses can be used to offset gainsCapital losses are often used to offset taxable capital gains.
Why wash sale rules importantBuying the same or roughly the same investment too quickly may result in the loss not being allowed.
Tax shouldn’t drive the overall portfolioA tax benefit is only helpful if the investment plan still makes sense.

What Is Tax Loss Harvesting?

Tax loss harvesting is when you sell an investment for less than your cost basis and you can use the loss as a tax benefit.

Your cost basis is generally the amount you paid for the investment, plus or minus certain adjustments. Without getting into too much detail , if you acquired shares for $ 10000 and sold for $ 7000 , you had a $ 3000 capital loss .

You can use that loss to offset capital gains from other investments. If you sold another investment that same year for a $3,000 gain, the harvested loss can offset or completely wipe out the taxed gain.

See Topic No. 409, Capital Gains and Losses, for the basics of capital gain and loss treatment, such as the broad idea that a capital gain is realized when you sell an asset for more than your adjusted basis, and a capital loss is realized when you sell it for less.

You’re not out there selling random investments. The idea is to implement a loss while ensuring the portfolio is consistent with your asset allocation, risk tolerance and long-term plan.

A Basic Example of Tax Loss Harvesting

Let’s say you have two investments in a taxable brokerage account.

investingRegular PriceCurrent priceLoss & Profit
Stock Fund A,$10,000$7,000-$3,000
Fund B Share$8,000$11,000+$3,000

If you sell Stock Fund B, you can have a $3,000 taxable capital gain.

And if you sold Stock Fund A too, you may have a capital loss of $3,000. That loss can balance that gain, so you have no net capital gain from those two sales.

The crucial thing is what occurs next. If Stock Fund A is in your long-term plan, you might want to reinvest the money into something comparable but not substantially the same. This keeps your portfolio invested and avoids a common wash sale problem.

You should never have your money sitting in cash just because you were thinking about taxes as it pertains to tax loss harvesting. The market’s comeback could be more expensive than the tax advantage.

The Benefits of Tax Loss Harvesting

Tax-loss harvesting can be helpful to investors in many ways.

First, it can help decrease taxed capital gains. If you had a profit from the sale of investments, rebalanced your portfolio, or got capital gain distributions from funds, this is important.

Second, it can reduce the agony of pruning portfolios. If you own an investment you no longer want, selling it at a loss can provide a tax benefit and help you get to a healthier portfolio.

Third, if you can’t use all your harvested losses in the current year, you can carry them forward. This might be a future tax planning tool.

Fourth, it will cause investors to look more carefully at taxable accounts. Many individuals focus on returns and forget about the effect of taxes on what they actually get to keep.

But the strategy is hardly a magic bullet. A loss indicates your investment has decreased. The tax benefit may ease the blow but it does not eliminate the investment loss.

Taxable Accounts and Retirement Accounts

Tax-loss harvesting is most often done in taxable brokerage accounts.

It doesn’t usually function exactly the same way in retirement accounts such as regular IRAs, Roth IRAs, 401(k)s or other tax-advantaged funds of a similar nature. These accounts come with particular tax rules. Gains and losses within them aren’t normally reported the same as trades in a taxable account.

The distinction is:

Account CategoryUtilize tax loss harvesting
A taxable brokerage account.Where the strategy usually applies.
Traditional I R ANot good for individual losses normally harvesting.
Roth IRA.Not generally useful for extracting individual losses.
401(k) or work programNot usually useful for extracting particular losses.
Contributions to a health savings accountSpecial tax treatment Usually it’s not about harvesting

If most of your investments are in retirement accounts, tax loss harvesting may not be a big deal for you.

If you have a large taxable brokerage account it might be worth understanding.

Gains and Losses in the Short and Long Run

Whether you have a short-term or long-term capital gain or loss largely depends on how long you owned the investment.

Short term usually denotes a year or less. Long term usually denotes longer than one year.

This is significant because short-term gains are generally taxed differently than long-term gains. In many circumstances, short term gains are taxed at higher regular income tax rates, whereas long term gains are taxed at preferential rates.

A basic matching process normally takes place:

TypeWhat it offsets in the first place
Temporary lossesFirst short term profits
Permanent lossFirst long-term gains
More lossesMay offset other sorts of gain, then maybe limited ordinary income

And that’s where recordkeeping comes in. You need to know not just if you have a gain or loss, but if it’s short-term or long-term.

Tax software can usually do the calculations, but only if the data is complete and correct.

Wash Sale Rule

The wash sale rule is one of the major traps in tax loss harvesting.

For example, this means that you may not deduct a loss if you sell an investment at a loss and subsequently buy the same or substantially identical investment within a limited time before or after the sale.

This is what most investors think of as the 30-day rule but it’s more flexible than most people think. It often looks at purchases before and after the sale.

IRS Publication 550, Investment Income and Expenses, outlines wash sales, and also covers regulations on substantially identical stock or securities and loss disallowance.

Not all wash sale losses mean your money is lost. It generally means that the loss is not deductible for current purposes, but can be added to the basis of the replacement investment. But it can still kill the tax outcome you were hoping for.

A Wash Sale Example

Let’s say you sell some shares of a stock fund for a loss of $2,000.

Two days later you buy the same fund again because you still enjoy it.

That may cause a wash-sale. You may not be able to claim the loss as you expected.

You may be better off buying a different fund that gives you similar market exposure, but is not substantially the same. For example, an investor may swap one broad market ETF with another broad market fund tracking a different index. Whether two investments are virtually identical can be a judgment call, therefore conservative investors avoid extremely close substitutes.

Tax Loss Harvesting Process: Step by Step

Tax loss harvesting is best done in a systematic manner.

Step 1: Take a Look at Your Taxable Portfolio

Look at records that solely count taxable gains and losses.

Review the unrealized gain or loss on each holding. Your brokerage platform will likely provide cost basis, current value, and unrealized gain or loss.

Don’t just look at the biggest losses. Verify that the investment still fits in your portfolio.

Step 2: Calculate Your Capital Gains

Before you sell anything, figure out your year’s profits.

Gains from:

  • Sales of stock
  • Sales of ETFs
  • Mutual fund sales
  • Real estate investment sales
  • Capital gains distributions
  • Business sales or other taxable investments

If you have no gains, harvesting can still help, although the benefit may be less or over time.

Step 3: Select Investments to Sell

In general a suitable harvesting candidate is an investment with a significant loss that can be replaced without disrupting your overall strategy.

Don’t sell just because the number is down. Verify that the investment still matches your goals.

If the investment is bad, expensive, too hazardous or not needed anymore, the tax-loss might be a gain.

Step 4: Choose a replacement investment

This is where a lot of investors get it wrong.

You want to stay invested, but you also don’t want to acquire something substantially equivalent too soon.

A replacement investment should help maintain your portfolio balanced, tho it shouldn’t mimic the prior holding too closely.

Step 5: Record the Trade

Note the purchase price, sale price, date, replacement investment and the rationale for the exchange.

Even if your brokerage generates tax forms, you are responsible for appropriate reporting.

Step 6: Year End Review

Many investors are seeking tax loss harvesting opportunities around the end of the year.

That can work but waiting until the last days can lead to rash judgments. A smarter practice is to examine your taxable portfolio quarterly or following significant market downturns.

When Tax Loss Harvesting Is Most Effective

In some cases, tax loss harvesting can be extremely beneficial.

BackgroundHow It Might Help
Market declineMore assets could have unrealized losses.
Rebalancing PortfoliosYou can tidy up positions while controlling the tax impact.
Year of large capital lossLosses may counterbalance sales gains.
Concentrated position in stockYou can diversify more easily if you sell some losers.
Changing financesYou can shift from costlier funds to cheaper ones.
Taxable brokerage increaseThe bigger the account, the more tax planning can be done.

Down market can be painful, but it can also bring tax planning options.

That doesn’t imply you should be hoping for losses. This means you should know what to do when losses occur.

When It Might Not Be Worth It

Tax loss harvesting isn’t always worth it.

It may be less effective if your losses are small, transaction costs are high, your tax rate is low, or if you don’t have taxable gains to offset.

It may also be less useful where the new investment is demonstrably inferior than the original.

Don’t let a tax plan be the basis for a bad investment decision.

“It’s not worth creating a portfolio problem that lasts for years for a $300 tax benefit.”

Frequent Mistakes

What is a Wash Sale Trigger?

That’s the classic mistake.

An investor sells an investment at a loss and immediately buys it back. The predicted tax loss may not be approved.

Watch for automatic dividend reinvestments, too. They may mistakenly make substitute purchases.

Harvesting In the Wrong Account

Tax-loss harvesting typically important for taxable accounts.

The same logic might lead to confusion and not deliver the benefit anticipated when applied within retirement funds.

Let taxes dictate the portfolio

Taxes are important, but they aren’t the full idea.

Your portfolio should still be aligned with your risk tolerance, time horizon and goals.

Neglect of State Taxation

State tax rules may vary.

“What works on the federal level may not work on the state level.

Selling Without a Plan to Replace

Selling a fund at a loss and sitting in cash for weeks can lead to missing a comeback.

“Plan the replacement before you sell.

Forget About Carryforwards

Unused capital losses can be carried forward under some laws.

Keep records so such losses are handled properly on future tax returns.

Tax Loss Harvesting and Tax Gain Harvesting

Tax loss harvesting isn’t the only tax technique.

Tax gain harvesting can be advantageous for some investors, as well. That involves purposely taking gains in a low-tax year.

StrategiesBasic ConceptGreat For
Tax-loss harvestingSell losers to offset winnersInvestors’ taxable profits and losses
Tax losses harvestingSell winners in a low tax yearInvestors in lower temporary tax brackets
RebalancingPortfolio mix adjustmentInvestors with allocation drift
Location of AssetsPlace assets in tax-efficient accounts.Taxable and retirement account investors

Your tax bracket, income, account types, goals, and future plans determine the optimal method.

harvesting losses without exiting the market

Maya has a taxable portfolio of $80,000.

An ETF has dropped $4,000. She still wants broad equity exposure, but she no longer wants this particular ETF because its expense ratio is higher than similar ETFs.

She sells the ETF and buys some other broad-market ETF tracking a different index.

She takes a $4,000 capital loss, stays with her investment, reduces fund charges and maintains her overall portfolio plan.

This is a cleaner use of tax loss harvesting, since the tax advantage is supporting a portfolio enhancement.

How often should you take losses?

You don’t have to look at it every day.

Most long-term investors need review only quarterly. You might also want to check in after big market drops or before the year-end.

Robo-advisors and tax-managed accounts might scan more often, but more frequent harvesting isn’t always better.

It’s not about trading constantly but meaningful tax value.

‘Too much trading can lead to complexity, blunders and stress.

Who Should Consider Getting Help?

Tax loss harvesting can be straightforward in small accounts, but more difficult in larger portfolios, stock options, numerous accounts, crypto assets, mutual fund payouts or company income.

Seek expert help if:

  • You have substantial unrealized gains.
  • You are a frequent trader.
  • You hold employe stock or options.
  • You are well spread throughout brokerages.
  • You have state tax problems.
  • Wash sales are a little fuzzy.
  • You possess taxable and retirement accounts which have identical investments.

A trained tax professional can assist you prevent mistakes that the program may miss.

Frequently Asked Questions

A: Tax loss harvesting is a way to offset capital gains with capital losses.

A: Tax-loss harvesting is the practice of selling an investment that has declined in value so that the loss can be utilized to offset taxable capital gains. This is a tax planning method for taxable investment accounts.

Q: Does tax loss harvesting reduce your investment losses?

A: Nope. It might lower taxes, but it doesn’t eliminate the loss of the investment. The real gain is more effective use of an existing loss.

Q: Can I use tax loss harvesting in a retirement account? A: No.

A: Not usually in the same way. Tax-loss harvesting is generally utilized in taxable brokerage accounts . Retirement accounts have various tax laws .

Q: What’s the wash sale rule?

A: If you sell an investment at a loss and then buy a substantially identical security within a specified period before or after the transaction, the wash sale rule can disallow the loss.

Q: If I sell an ETF at a loss can I buy a similar one?

A: Often, investors use a comparable, but not virtually identical, investment to retain exposure. Don’t rush to get a near-identical substitute. The devil is in the details.

A: Tax loss harvesting isn’t just for the rich.

A: No, although it is most effective for investors with taxable brokerage accounts and substantial gains or losses. Smaller accounts may not have as much tax benefit.

Q: Do I have to harvest losses every year?

A: Not always harvest losses when it fits your tax circumstances and your investment goal. Don’t trade only to have the papers done.

Q: Can tax loss harvesting reduce ordinary income?

A. Under some circumstances, losses in excess of capital gains can be used to offset a limited amount of ordinary income, with any unused amount carried forward. The precise approach will depend on tax rules and your scenario.

Q: What records do I need to keep?

A: Save your trade confirmations, cost basis information, selling date, replacement investment information and tax forms from your brokerage.

Q: Should I do tax-loss harvesting?

A. It could be if the tax savings are substantial and the replacement investment keeps your portfolio on pace. It is not worth it if it leads to a worse investing plan.

Summary

Tax loss harvesting can be a good approach to lower your tax burden but it is not a gimmick or shortcut.

It works best when you are sitting on losses on taxable holdings and can use them without compromising your long-term plan.

The smartest way to go about this is simple: look at your taxable portfolio, find real losses, don’t make wash sale blunders, reinvest cautiously and keep good records.

Taxes matter, but should be an enabler of your investing plan, not a controlling factor.

When applied judiciously, tax loss harvesting can transform a challenging market time into a pragmatic tax planning opportunity.

Disclaimer: EDUCATED

This post is for educational and informational purposes only, and should not be considered tax, legal, investment or financial advice. Tax rules alter and are dependent on individual circumstances. Before considering tax loss harvesting or making investment decisions, consider talking to a certified tax professional or financial counselor.

⚖️ Editorial & Financial Advice DisclaimerThe information provided on My Money Future is strictly for educational and informational purposes only and does not constitute professional investment, tax, legal, or financial advice. Past performance is no guarantee of future returns. Please consult a licensed financial advisor, CPA, or certified planner (CFP) before making major financial commitments. See our full Editorial Standards and Terms.
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