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Home » Blog » 10 Best Crypto Tax Loss Harvesting Strategies for Beginners
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10 Best Crypto Tax Loss Harvesting Strategies for Beginners

Sam Usa
Last updated: 29/10/2025 2:56 AM
Sam Usa
3 months ago
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Disclosure: We are not a registered broker-dealer or an investment advisor. The services and information we offer are for sophisticated investors, and do not constitute personal investment advice, which of necessity must be tailored to your particular means and needs.!
10 Best Crypto Tax Loss Harvesting Strategies for Beginners
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This article aims to provide the Best Crypto Tax Loss Harvesting Strategies for Beginners. If you want to minimize your tax liabilities, I show you how to optimize your returns.

Contents
  • Key Points & Best Crypto Tax Loss Harvesting Strategies for Beginners
  • 10 Best Crypto Tax Loss Harvesting Strategies for Beginners
    • 1. Sell Losing Positions Before Year-End
    • 2. Avoid Wash Sale Rule Conflicts
    • 3. Use Cost Basis Methods Wisely
    • 4. Harvest Losses in NFTs
    • 5. Offset Short-Term Gains First
    • 6. Track Fees and Commissions
    • 7. Use Portfolio Management Tools
    • 8. Strategically Reinvest in Similar Assets
    • 9. Consider Tax-Loss Harvesting Throughout the Year
    • 10. Consult a Crypto Tax Professional
  • Conclsuion
  • FAQ

All the approaches discussed are practical tax loss harvesting strategies that will greatly offset gains.

These strategies will prove useful for those new to crypto investing, or for those trying to optimize their portfolios.

Key Points & Best Crypto Tax Loss Harvesting Strategies for Beginners

StrategyKey Point
Sell Losing Positions Before Year-EndRealize losses by selling underperforming crypto before December 31 to offset capital gains.
Avoid Wash Sale Rule ConflictsDon’t repurchase the same or substantially identical crypto within 30 days to ensure losses are tax-deductible.
Use Cost Basis Methods WiselyChoose between FIFO, LIFO, or specific identification to optimize tax outcomes based on your portfolio.
Harvest Losses in NFTsApply the same principles to NFTs by selling those that have declined in value to capture deductible losses.
Offset Short-Term Gains FirstPrioritize offsetting short-term gains, as they are taxed at higher ordinary income rates.
Track Fees and CommissionsInclude transaction costs in your cost basis and sale price to accurately calculate true gains or losses.
Use Portfolio Management ToolsUtilize crypto tax software or portfolio trackers to automate gain/loss calculations and maintain accurate records.
Strategically Reinvest in Similar AssetsAfter selling, consider reinvesting in different but similar assets to maintain market exposure while avoiding wash sales.
Consider Tax-Loss Harvesting Throughout the YearDon’t wait until year-end—regular reviews can help capture losses as market conditions change.
Consult a Crypto Tax ProfessionalSeek expert advice to ensure compliance with tax laws and maximize your overall tax efficiency.

10 Best Crypto Tax Loss Harvesting Strategies for Beginners

1. Sell Losing Positions Before Year-End

Tax loss harvesting is selling crypto holdings that appreciated less than expected before December 31 so that a capital loss can be realized.

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This loss can offset capital gains on your other investments, lowering your taxable income. At the year-end, beginners should check their portfolios for coins that have lost the most value.

Sell Losing Positions Before Year-End

These assets can be sold to lock in the losses for tax harvesting purposes. However, you also want to make sure that you don’t have to wait too long because of the risk of missing the tax deduction for the current year.

2. Avoid Wash Sale Rule Conflicts

The IRS does not presently apply wash sale restrictions to crypto, but this could change in the future. The wash sale rule states that if you sell an asset at a loss and repurchase the same asset, or a substantially identical asset, within 30 days, you can’t claim a tax loss.

To mitigate this risk, do not buy the same cryptocurrency after selling. Instead, buy assets that are similar but not identical.

 Avoid Wash Sale Rule Conflicts

This kind of trading helps to not ge disqualified from claiming a tax loss and helps to claim a tax loss as the tax laws become stricter in the future.

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3. Use Cost Basis Methods Wisely

The cost basis method you choose determines how your assets will be taxed, be it FIFO, LIFO, or Specific Identification.

In a growing market, FIFO usually leads to higher taxable gains, while LIFO can reduce them if you sell higher cost assets last.

Specific Identification gives you the right to choose which coins to sell, and thus more control over the gains and losses you realize.

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Use Cost Basis Methods Wisely

This control helps reduces tax liability and increase post tax returns. Use crypto tax software to consistently and accurately apply your method in filing season, and keep consistent and detailed transaction records.

4. Harvest Losses in NFTs

Tax loss harvesting applies not only to cryptocurrencies but also to NFTs. Selling an NFT at a loss before the end of the year can mitigate any tax liabilities on gains made from other crypto or NFT sales if the value of the NFT substantially decreases after purchase.

Given the NFT market’s potential illiquidity, be strategic in your sale planning to identify a willing buyer.

Use Cost Basis Methods Wisely

Transaction fees on NFT marketplaces also to be considered, as they may lower your net proceeds, so including those in your calculations is necessary.

NFTs must be treated as any other investment, loss must be supported by purchase price, sale price, other associative, and sellable documents in case of audit on tax return.

5. Offset Short-Term Gains First

Profits from assets that are held for less than a year are classified as short-term capital gains, and those are taxed at higher ordinary income tax rates.

By tax loss harvesting, you can offset short-term gains first which leads to higher tax savings than offsetting long-term gains.

Offset Short-Term Gains First

After short-term gains are balanced, the remaining loss, if any, can be applied to long-term capital gains, or $3,000 of ordinary income in most places.

For beginners, it is important to identify and segregate trades based on holding periods to determine priority offset first. This is important for efficient reduction of after-tax investment, as it is taxed on the highest gains.

6. Track Fees and Commissions

To analyze gains and losses, tracking trading fees, gas fees, and commissions is necessary. These expenses are included in the cost basis, and whether you subtract them in taxable gain calculations or add them in record losses, they are important.

In the beginning, tracking these small expenses might be forgotten, but eventually they will have an impact on the taxable amount.

Track Fees and Commissions

Using tax software or a portfolio tracker helps automate these tedious tasks and record keeping. Detailed record keeping ensures you optimize your tax position by maximizing realized losses and helps in compliance with tax authorities, ensuring you don’t miss out on deductions.

7. Use Portfolio Management Tools

With tax loss harvesting, the tracking and management of hundreds of transactions is required. This is very difficult, if not impossible, to do manually.

Fortunately, tax management tools and portfolio management tools do the heavy lifting. Software applications

like Koinly, CoinTracker, or CoinLedger automate many tasks like tax reporting, gain/loss calculations, cost basis tracking, and they analyze unrealized losses indicating which assets would be optimal to sell.

Use Portfolio Management Tools

These tools greatly reduce the risk of calculation errors, as they connect with transactions and wallets on exchanges.

For new users, these tax tools provide simplified and automated compliance while allowing them to focus on investments instead of record keeping. This greatly aids in the management of these complex tax calculations.

8. Strategically Reinvest in Similar Assets

If you’ve sold a crypto to harvest a tax loss, you can still reinvest in a different yet similar asset to keep your portfolio’s market exposure.

Think of a situation where you sold Ethereum and then bought another layer-1 coin such as Solana or Avalanche.

This strategy allows you to capture a potential market rebound without falling into pesky wash sale rules.

Strategically Reinvest in Similar Assets

Such a strategic reinvestment gives you the chance to not only maintain market exposure, but also improve your tax position.

In net taxable accounts, such a strategy allows compounding to occur over the long haul while tax-deductible losses offset gains annually.

9. Consider Tax-Loss Harvesting Throughout the Year

Most heifters only seek to balance their portfolios at the end of the year. Tax-loss harvesting can still be quite effective if losses are harvested consistently throughout the year.

Suspended market activity, in particular, offers numerous opportunities to capture losses, instead of waiting until December.

For cryptocurrencies, which are highly volatile and illiquid, gains harvested mid-year are especially valuable.

Consider Tax-Loss Harvesting Throughout the Year

More frequent portfolio evaluation also aids in controlling emotional trading as crypto markets tend to be irrational.

Tax considerations in trading throughout the year create a more disciplined long position and improve the overall efficiency of long-term crypto investing.

10. Consult a Crypto Tax Professional

Because different countries have different rules and regulations when it comes to crypto taxation, and those rules and regulations frequently change

it’s a good idea to consult a qualified professional to make sure you stay within the bounds of the law and optimize your taxes in a legal manner.

A professional also assists in determining the most beneficial cost basis method, identifying write-offs, and properly reporting complex activities like staking, DeFi, and NFTs.

Consult a Crypto Tax Professional

They also assist in the planning of audits and can offer guidance when regulations change. For novices, professional guidance can significantly reduce the chances of errors and help in maximizing the tax savings.

A professional can also help tax-loss harvesting transform into a powerful wealth management strategy instead of being a frustrating yearly task.

Conclsuion

To sum up, knowing and using the Best Crypto Tax Loss Harvesting Strategies for Beginners can effectively minimize your taxable gains and improve your returns on investments.

Market downturns can instead be valuable ‘tax saving opportunities, and you can turn and build a more efficient and smart crypto investment strategy by strategically selling losing assets and tracking your costs while staying compliant.

FAQ

What is crypto tax loss harvesting?

It’s selling losing crypto investments to offset taxable gains and reduce overall tax liability.

When should I harvest crypto losses?

Ideally before the tax year ends, usually by December 31.

Can I harvest losses from NFTs?

Yes, NFT losses can also offset other capital gains.

Which gains should I offset first?

Offset short-term gains first since they’re taxed at higher rates.

Do trading fees affect my tax calculation?

Yes, include all transaction fees in your cost basis for accurate reporting.

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