The Definitive Guide to Tax & Estate Planning for Digital Assets

By
Rustin Diehl, JD, LLM (Tax)
on
August 13, 2025

Types of Digital Assets and Implications for Tax & Estate Planning

Understanding the distinctions between digital asset types is critical for effective tax and estate planning. Each category has unique characteristics that impact how it is managed, taxed, and transferred to beneficiaries. Let’s explore the major classifications of digital assets and their specific planning considerations.

Fungible vs. Non-Fungible Digital Assets

Fungible Digital Assets

Fungible digital assets are interchangeable, with each unit identical in value and function to every other unit of the same type. These include:

  • Cryptocurrencies: Bitcoin, Ethereum, and similar blockchain-based currencies
  • Utility Tokens: Tokens that provide access to a specific network’s functionality
  • Security Tokens: Blockchain-based tokens that can serve as digital representations of traditional securities like stocks or bonds
  • Stablecoins: Cryptocurrencies designed to maintain a stable value, often pegged to fiat currencies

From a tax perspective, fungible tokens are treated as property under IRS Notice 2014-21. This means each transaction potentially triggers capital gains or losses, requiring meticulous basis tracking. When these assets generate income through staking, yield farming, or other passive means, the tax implications become even more complex.

For estate planning, fungible assets present challenges in valuation, particularly for less liquid tokens. Your trustee must determine fair market value at death for step-up in basis purposes under IRC § 1014, which can be problematic for volatile assets or those with thin trading markets.

Non-Fungible Digital Assets (NFTs)

Non-fungible tokens represent unique digital items, with no two tokens being interchangeable. These include:

  • Digital Art: One-of-a-kind digital artworks
  • Collectibles: Digital trading cards, memorabilia
  • Virtual Real Estate: Land parcels in metaverse platforms
  • Domain Names: Blockchain-based domain names (e.g., .eth domains)

NFTs present specialized tax and estate planning challenges. Their unique nature makes valuation highly subjective. How do you price a one-of-a-kind digital masterpiece with no comparable sales? For creator-owned NFTs, future royalties may be classified as Income in Respect of a Decedent (IRD) under IRC § 691, but only if the right to receive those payments was fixed and enforceable at the time of death. Many NFT royalties—particularly those tied to smart contract resale terms—are contingent, speculative, or dependent on third-party marketplaces, making them less likely to qualify as IRD. 

Personal vs. Impersonal Digital Assets

Personal Digital Assets

Personal digital assets have a connection to their creator or owner’s identity, often involving intellectual property rights:

  • Creator-Owned NFTs: Digital art or content created by the owner
  • Authored Works: Digital writings, music, or videos
  • Personal Platforms: Social media accounts, blogs with monetization
  • Affiliate Accounts: Revenue-generating accounts tied to personal activities

For tax purposes, income from personal digital assets may be treated as ordinary income rather than capital gains. In estate planning, future income generated by personal digital assets may be considered IRD if it was fixed and payable at the time of death. The asset itself is not IRD and may qualify for a step-up in basis.

The intellectual property aspects of personal digital assets add another layer of complexity. Copyright inheritance follows different rules than the digital asset itself, potentially creating split ownership situations if not properly addressed in estate documents.

Impersonal Digital Assets

Impersonal digital assets have value independent of their owner’s identity:

  • Purchased Cryptocurrencies: Bitcoin, Ethereum, or other cryptocurrencies acquired as investments
  • Algorithmically Generated Assets: Assets created through automated processes
  • DAO Governance Tokens: Tokens representing voting rights in decentralized autonomous organizations
  • DeFi Positions: Liquidity provider positions or yield farming investments

These assets typically follow standard property tax treatment with basis tracking and capital gains implications. Their impersonal nature simplifies transfer planning but still requires careful documentation for fiduciaries.

Tax Basis Considerations by Asset Type

Different digital asset types have distinct basis considerations that dramatically affect tax outcomes:

Asset TypeBasis DeterminationStep-Up EligibilityDocumentation Requirements
CryptocurrenciesAcquisition cost plus fees (26 CFR § 1.1012-1)Eligible for step-up in basis at death (26 U.S.C. § 1014)Transaction records, exchange statements, wallet addresses
NFTsPurchase price (if acquired) or typically zero basis if self-createdEligible for step-up; royalties owed to creators may be IRD (26 U.S.C. § 691)Purchase records, creation costs, royalty agreements
Creator AssetsTypically zero unless development costs were capitalized (IRC § 263)Limited; income from future exploitation may be IRD (26 U.S.C. § 691)Records of development expenses, capitalized costs, and revenue streams
DAO TokensDepends on acquisition method—purchase price, airdrop FMV, staking reward value, etc.Eligible for step-up unless considered IRD; treatment varies based on token structure and useContribution records, governance documentation, and on-chain history

Tracking basis for digital assets requires specialized approaches. Unlike traditional investments, which often have clear purchase records and broker statements, digital assets frequently involve multiple wallets, exchanges, and on-chain transactions that must be meticulously documented.

Principal and Income Allocations

The classification of digital asset transactions as principal or income has significant implications for trust administration and beneficiary taxation:

Income Classifications

  • Staking Rewards: Generally classified as income, similar to interest (UPIA § 401(c))
  • Token Rewards: Payments for network participation are typically treated as income
  • Royalties: Ongoing payments from NFT sales treated as income (UPIA § 401(c))
  • Certain Airdrops: When distributed as rewards for participation

Principal Classifications

  • Cryptocurrency Sales: Proceeds typically allocated to principal (UPIA § 404)
  • NFT Sales: Sales of the underlying asset are treated as principal
  • Token Swaps: Exchanges of one token for another treated as principal (UPIA § 404)
  • Certain Airdrops: When distributed as stock dividends or capital events

These classifications directly impact how trust distributions are taxed under IRC § 643, which governs Distributable Net Income (DNI). A trustee must properly categorize digital asset transactions to fulfill fiduciary duties to both current and remainder beneficiaries.

DAO Interests and Specialized Tax Treatment

Decentralized Autonomous Organizations (DAOs) present unique challenges as they can be structured in various ways with different tax implications:

Partnership Treatment

Many DAOs default to partnership taxation, where:

  • Income flows through to token holders
  • Basis is tracked at the partner level
  • Special allocations may apply under IRC § 704(c)

C-Corporation Treatment

Some DAOs elect corporate status, resulting in:

  • Entity-level taxation at corporate rates (26 U.S.C. § 11)
  • Potential double taxation on distributions
  • More predictable tax structure, but higher overall burden

Securities Considerations

DAO tokens may be classified as securities under the Howey test, triggering:

  • Potential registration requirements
  • Restrictions on transfer
  • Disclosure obligations that affect estate planning

For estate planning purposes, the classification determines how DAO interests are transferred at death and what tax obligations accompany them. Trustees must understand the governance rights associated with tokens and how to exercise them effectively.

Jurisdictional Considerations for Digital Asset Types

The jurisdiction of your estate planning entities significantly impacts how different digital assets are treated:

JurisdictionCryptocurrency AdvantagesNFT AdvantagesDAO Advantages
WyomingDAO LLC statute, DAPT availabilityStrong privacy laws, no state income taxFirst legal framework for DAOs (Wyo. Stat. § 17-31-104-116)
DelawareFlexible LLC laws, business courtsStrong asset protectionCorporate flexibility, established case law
NevadaStrong asset protection, no state income taxPrivacy protections, favorable tax environmentDigital assets benefit indirectly from strong asset protection laws. 
FloridaNo state income tax, homestead protectionNo estate tax, favorable trust lawsNo personal income tax on distributions to Florida residents
CaliforniaSpousal basis adjustment in community propertyStrong IP protectionsCourts familiar with digital innovation

Community property states like California and Texas offer a complete basis step-up for both spouses under IRC § 1014(b)(6), potentially doubling the tax benefit for jointly owned digital assets. Common law states, such as New York, provide individual step-up, but may have more stringent regulatory environments.

Fiduciary Powers and Access Requirements

Different digital asset types require specific fiduciary powers to manage effectively:

Cryptocurrency Management

Fiduciaries need explicit authority to:

  • Access and control private keys
  • Execute transactions on exchanges and DeFi platforms
  • Make tax elections related to forks, airdrops, and staking rewards
  • Track basis across multiple wallets and platforms

NFT Management

Fiduciaries handling NFTs require powers to:

  • Maintain digital art or collectibles in appropriate storage
  • Collect royalties from secondary sales
  • Manage associated intellectual property rights
  • Make value determinations for illiquid assets

DAO Interest Management

Managing DAO interests requires specialized powers to:

  • Participate in governance votes
  • Claim distributions or rewards
  • Execute smart contract interactions
  • Comply with evolving regulatory requirements

Estate planning documents must grant these specific powers to ensure fiduciaries can effectively manage digital assets after incapacity or death. The Revised Uniform Fiduciary Access to Digital Assets Act (RUFADAA) provides a framework, but explicit document language is essential.

Planning Strategies by Asset Type

Different digital assets call for tailored planning approaches:

For Cryptocurrencies

  • Hold for Step-Up: We often recommend holding appreciated coins until death to receive a basis step-up.
  • Strategic Gifting: Gift coins with minimal appreciation to minimize capital gains
  • Basis Documentation: Maintain meticulous records of acquisition dates and costs

For NFTs

  • Creator Planning: Transfer future income rights during life to avoid IRD treatment
  • Valuation Planning: Establish defensible valuation methodologies for unique assets
  • Intellectual Property Separation: Separate IP rights from the digital token in planning

For DAO Interests

  • Entity Selection: Choose an appropriate entity wrapper (LLC vs. trust) based on the DAO structure
  • Governance Planning: Establish a clear succession for voting rights
  • Distribution Management: Create mechanisms for claiming and allocating rewards

Tax Allocation Strategies for Digital Assets

Digital assets in trusts require careful tax planning to avoid the compressed trust tax brackets, which reach the highest rate (37%) at just $14,550 of income.

IRC § 641 and § 643 Planning

  • Trust Taxable Income: Digital asset gains in trusts are subject to taxation under § 641, often at compressed rates
  • DNI Allocations: Properly allocating digital asset gains to Distributable Net Income (DNI) can shift taxation to beneficiaries at lower individual rates
  • 65-Day Election: Using the 65-day rule (26 U.S.C. § 663(b)) to make distributions within 65 days of year-end for prior-year DNI
  • Avoiding Common Mistakes: Understanding that allocating crypto gains to the corpus doesn’t avoid taxation, as clarified by IRS AM 2023-006

Digital Asset Example

Consider a trust that receives $10,000 in DAO staking rewards and realizes $50,000 in gains from Bitcoin sales. Proper planning includes:

  • Classifying staking rewards as income (DNI-eligible)
  • Determining if Bitcoin gains can be allocated to DNI based on trust provisions
  • Making appropriate distributions to shift taxation to beneficiaries
  • Documenting the basis meticulously to support tax positions

Conclusion

The classification of digital assets has a direct impact on every aspect of tax and estate planning. From basis determination to fiduciary powers, from principal/income allocations to jurisdictional advantages, each asset type requires specialized knowledge and planning approaches.

For effective planning:

  1. Identify all digital assets by type and characteristic
  2. Document acquisition costs, transaction history, and current holdings
  3. Customize estate planning documents with asset-specific provisions
  4. Select appropriate jurisdictions based on asset mix
  5. Implement layered protection strategies appropriate to each asset class
  6. Review regularly as assets, regulations, and technologies evolve

By understanding the distinct nature of each digital asset type, you can create a comprehensive estate plan that preserves your digital wealth for future generations while minimizing tax burdens and administrative complications.

Disclaimer: This guide provides educational information only and does not constitute legal or tax advice. Please consult with qualified professionals regarding your specific situation before implementing any strategies discussed.

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