Nuts & Bolts of Cryptocurrency Taxation

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46 million Americans now own bitcoin. Yet, only a few tax professionals understand how to help individuals and businesses dealing with cryptocurrency. This session walks you through tax implications of common cryptocurrency-related transactions and how to successfully service clients affiliated with cryptocurrency. We will also cover current developments surrounding this topic, such as the inclusion of the virtual currency question on the front of Form 1040, how to successfully navigate through tax notices (CP2000, Letter 6173, Letter 6174 & Letter 6174-A) and tax planning opportunities.

Learning Objectives:

  • Recognize the latest in blockchain technology and how it is impacting our world
  • Understand how to interact with cryptocurrency
  • Understand the tax implications of investing in cryptocurrency, running a mining operation, using NFTs, and using cryptocurrency as a payment method
  • Recognize challenges in dealing with cryptocurrency-related clients 
  • Apply tax planning opportunities
  • Serve clients with cryptocurrency transactions using a tool like CoinTracker.io

Level: Basic
Format: Live webcast
Instructional Method: Group: Internet-based
NASBA Field of Study: Taxes 
Program Prerequisites: None
Advance Preparation: None

    1. Introduction
    2. Bio 00:03:19
    3. Contents 00:03:59
    4. Fun Fact 00:07:43
    5. How Do You Get Crypto? 00:08:52
    6. How Do You Store Crypto? 00:15:26
    7. What Do You Use Cryptocurrency For? 00:18:06
    8. Why Coins Have Value? 00:24:36
    9. What Is Blockchain Technology? 00:29:52
    10. Where Are We Now? 00:33:34
    11. Where Are We Now? - Form 1040 00:38:39
    12. 2021 Virtual Currency Question 00:39:45
    13. Tax Overview 00:44:01
    14. Investors 00:44:59
    15. Investors - Examples 1 & 2 00:47:13
    16. Investors - Example 3 00:49:11
    17. Investors - Sample Report 00:52:02
    18. Advantage Of Using CoinTracker.io 00:53:03
    19. Tax Forms - Form 8949 00:53:44
    20. Miners 00:54:40
    21. Other Transactions 00:58:13
    22. Foreign Reporting 01:03:08
    23. Other Developments 01:06:26
    24. Other Developments - 2021 Virtual Currency Question 01:06:44
    25. Other Developments - The Infrastructure Bill & Crypto 01:08:07
    26. Other Developments - Decentralized Finance (DeFi) and Stablecoins 01:13:10
    27. Other Developments - Like-Kind Exchange Treatment and Subpoenas  01:13:57
    28. Other Developments - Non-Fungible Tokens (NFTs) and Enterprise  01:16:01
    29. Other Developments -Operation Hidden Treasure/FAQs and 2019-24  01:18:49
    30. Key Highlights of 10/09/19 FAQs and 2019-24  01:20:56
    31. Key Highlights of 10/09/19 FAQs and 2019-24 (Cont’d) 01:21:37
    32. Tax Notices - Letter 6173, 6174, 6174-A, and CP2000 01:22:33
    33. Tax Planning Opportunities  01:25:34
    34. Tax Planning Opportunities - Wash Sales Rules and FIFO/LIFO/HIFO  01:25:42
    35. Tax Planning Opportunities - Getting A Loan And Accelerating Deductions 01:28:40
    36. Tax Planning Opportunities - Opportunity Zones and Self-Directed Crypto IRA 01:30:58
    37. Why Accountants Need to Care?  01:33:46
    38. Cheat Sheet 01:37:28
    39. Q & A? 01:39:24
    40. Presentation Closing 01:39:54

    • Shehan Chandrasekera, CPA

    ATATX Credit

    Aurora Training Advantage is offering continuing education points designed to recognize dedication to training and excellence in accounting.
    • Bitcoin 00:00:09:20, 00:13:04, 00:25:50, 00:32:09, 01:16:15
    • Blockchain 00:29:59
    • CP2000 01:25:06
    • Cryptocurrency 00:04:35, 00:09:19, 00:10:48, 00:32:44, 00:39:56, 01:00:32
    • Decentralized Finance (DeFi) 01:13:14
    • DigiCash 00:34:03
    • Fair Market Value (FMV) 00:55:26
    • FATCA 01:04:25
    • FBAR 01:03:27
    • FIFO 00:53:21, 01:22:27
    • Form 1040 00:39:00
    • Form 1099-B 00:46:09, 00:52:18, 00:53:57, 01:08:47
    • Form 1099-K 00:46:49, 01:25:13
    • Form 8949 00:53:49
    • HIFO 00:53:22, 01:28:26
    • IRS Notice 2014-21 00:44:20
    • LIFO 00:53:22
    • Like-Kind Exchange 01:33:58
    • Non-Fungible Tokens (NFT) 00:27:56, 01:16:03
    • Rev. Rul. 2019-24 00:37:20, 00:44:27, 01:
    • Stablecoins 01:13:38

    Bitcoin: Bitcoin is a cryptocurrency. It is a decentralized digital currency without a central bank or single administrator that can be sent from user to user on the peer-to-peer bitcoin network without the need for intermediaries.

    Blockchain: Blockchain.com is a Bitcoin block explorer service, as well as a cryptocurrency wallet supporting Bitcoin, Bitcoin Cash, and Ethereum. They also provide Bitcoin data charts, stats, and market information.

    Cryptocurrency: A cryptocurrency (or crypto currency) is a digital asset designed to work as a medium of exchange wherein individual coin ownership records are stored in a digital ledger or computerized database using strong cryptography to secure transaction record entries, to control the creation of additional digital coin records, and to verify the transfer of coin ownership.

    Decentralized Finance (DeFi): Decentralized finance is a blockchain-based form of finance that does not rely on central financial intermediaries such as brokerages, exchanges, or banks to offer traditional financial instruments, and instead utilizes smart contracts on blockchains, the most common being Ethereum.

    DigiCash: DigiCash Inc. was an electronic money corporation founded by David Chaum in 1989. DigiCash transactions were unique in that they were anonymous due to a number of cryptographic protocols developed by its founder.

    FATCA: FATCA was enacted in 2010 by Congress to target non-compliance by U.S. taxpayers using foreign accounts. FATCA requires foreign financial institutions (FFIs) to report to the IRS information about financial accounts held by U.S. taxpayers, or by foreign entities in which U.S. taxpayers hold a substantial ownership interest. (www.treasury.gov). FACTA (Fair and Accurate Credit Transactions Act) is an amendment to FCRA (Fair Credit Reporting Act ) that was added, primarily, to protect consumers from identity theft. The Act stipulates requirements for information privacy, accuracy and disposal and limits the ways consumer information can be shared.

    FIFO: FIFO and LIFO accounting are methods used in managing inventory and financial matters involving the amount of money a company has to have tied up within inventory of produced goods, raw materials, parts, components, or feedstocks.

    Fair Market Value (FMV): The term fair market value is used throughout the Internal Revenue Code among other federal statutory laws in the USA including Bankruptcy, many state laws, and several regulatory bodies. In litigation in many jurisdictions in the United States, the fair market value is determined at a hearing.

    Foreign Bank and Financial Accounts (FBAR): FBAR refers to Form 114, Report of Foreign Bank and Financial Accounts, that must be filed with the Financial Crimes Enforcement Network (FinCEN), which is a bureau of the Treasury Department. ... The FBAR Form 114 is filed separately and directly with FinCEN

    Form 1040: Form 1040 is used by U.S. taxpayers to file an annual income tax return. The form calculates the total taxable income of the taxpayer and determines how much is to be paid or refunded by the government.

    Form 1099-B: Proceeds From Broker and Barter Exchange Transactions is an Internal Revenue Service (IRS) tax form that is issued by brokers or barter exchanges. The form lists the gains or losses of all broker or barter exchange transactions.

    Form 1099-K: A payment settlement entity (PSE) must file Form 1099-K for payments made in settlement of reportable payment transactions for each calendar year. A PSE makes a payment in settlement of a reportable payment transaction, that is, any payment card or third party network transaction, if the PSE submits the instruction to transfer funds to the account of the participating payee to settle the reportable payment transaction.

    Form 8949: Use Form 8949 to report sales and exchanges of capital assets. Form 8949 allows you and the IRS to reconcile amounts that were reported to you and the IRS on Forms 1099-B or 1099-S (or substitute statements) with the amounts you report on your return.

    HIFO: Highest in, first out (HIFO) is a method of accounting for a firm's inventories wherein the highest cost items are the first to be taken out of stock. HIFO inventory helps a company decrease their taxable income since it will realize the highest cost of goods sold.

    IRS Notice 2014-21: This notice describes how existing general tax principles apply to transactions usingvirtual currency. The notice provides this guidance in the form of answers to frequentlyasked questions.

    LIFO: LIFO stands for “Last-In, First-Out”. It is a method used for cost flow assumption purposes in the cost of goods sold calculation. The LIFO method assumes that the most recent products added to a company’s inventory have been sold first. The costs paid for those recent products are the ones used in the calculation.

    Like-Kind Exchange: A like-kind exchange under United States tax law, also known as a 1031 exchange, is a transaction or series of transactions that allows for the disposal of an asset and the acquisition of another replacement asset without generating a current tax liability from the sale of the first asset.

    Non-Fungible Tokens (NFT): A non-fungible token is a unit of data stored on a digital ledger, called a blockchain, that certifies a digital asset to be unique and therefore not interchangeable. NFTs can be used to represent items such as photos, videos, audio, and other types of digital files.

    Rev. Rul. 2019-24: The revenue ruling addresses: (1) whether a hard fork of a cryptocurrency creates taxable income under § 61 if the taxpayer does not receive the new cryptocurrency, and (2) whether a hard fork with an airdrop creates taxable income when the taxpayer receives the new cryptocurrency.

    Stablecoins: Stablecoins are cryptocurrencies where the price is designed to be pegged to a cryptocurrency, fiat money, or to exchange-traded commodities.


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    Frequently Asked Questions

    The IRS treats cryptocurrency as property, not currency, for federal tax purposes under IRS Notice 2014-21, meaning general tax principles applicable to property transactions apply to crypto holdings. A taxable event occurs when cryptocurrency is disposed of in any form—including selling crypto for cash, exchanging one cryptocurrency for another, using crypto to purchase goods or services, or receiving crypto as payment for services rendered. Each of these transactions generates a capital gain or loss calculated as the difference between the fair market value at the time of the transaction and the taxpayer's adjusted cost basis. Short-term capital gains—from assets held one year or less—are taxed as ordinary income, while long-term gains from assets held more than one year qualify for the lower preferential capital gains rates. Receiving cryptocurrency as payment for services—such as freelance work or business income—generates ordinary income equal to the fair market value on the date of receipt. Cryptocurrency received through mining operations is also treated as ordinary income at fair market value on the date of receipt. Simply buying cryptocurrency with cash, holding it, or transferring it between wallets you own are generally not taxable events. The proliferation of crypto transactions among the 46 million Americans who own bitcoin and other digital assets has created significant demand for CPAs with the expertise to help clients navigate reporting obligations accurately and compliantly on Form 8949 and Schedule D.
    The IRS placed a virtual currency question prominently on the front page of Form 1040 beginning with the 2019 tax year, requiring all taxpayers to answer whether they received, sold, exchanged, or otherwise disposed of any virtual currency during the tax year. This question represents the IRS's most direct enforcement mechanism for ensuring cryptocurrency holders are aware of and acknowledge their reporting obligations. The position of the question—before income is reported—signals the agency's intent to put crypto compliance front and center rather than treating it as an obscure reporting detail. Taxpayers who engaged in any taxable cryptocurrency transactions during the year must answer yes and report the resulting gains or losses on Form 8949 and Schedule D. Taxpayers who only purchased cryptocurrency with cash, received it as a gift, or held existing positions without any disposals may answer no. The IRS has clarified through updated instructions that transferring crypto between personal wallets or accounts does not require a yes answer. Tax professionals must proactively ask clients about cryptocurrency activity during tax preparation, as many clients do not spontaneously volunteer this information or understand that crypto transactions generate tax obligations. Answering no falsely to this question when reportable transactions occurred exposes taxpayers to potential penalties for underreporting and, in cases of willful non-compliance, more serious consequences given the IRS's growing ability to detect unreported crypto income through exchange reporting.
    Cryptocurrency mining and staking generate income that must be reported as ordinary income in the year received, based on the fair market value of the cryptocurrency at the time it is received. For miners who operate as a trade or business—using dedicated equipment, mining full-time, or with a profit motive—mining income is reported on Schedule C as self-employment income, and deductions for equipment, electricity, facilities, and depreciation may be available to offset that income. Self-employment tax applies to net mining income for business miners. Hobby miners—those who mine occasionally without a systematic profit motive—must report income but have limited ability to deduct expenses, particularly under current law where the miscellaneous itemized deduction for hobby expenses has been suspended. When mined cryptocurrency is subsequently sold, an additional capital gain or loss is calculated based on the difference between the sale price and the cost basis established on the date of mining (the fair market value at receipt). Staking income—received by validators who lock up cryptocurrency to support proof-of-stake blockchain networks—is treated similarly to mining income, generating ordinary income at the fair market value when received. The IRS issued Revenue Ruling 2019-24 addressing certain aspects of cryptocurrency income, and guidance on staking specifically has been the subject of ongoing litigation and regulatory attention as this area of crypto activity has grown substantially in recent years.
    Cryptocurrency investors have several tax planning strategies available to them that can meaningfully reduce their overall tax burden when implemented thoughtfully. Cost basis method selection—choosing between FIFO (first in, first out), LIFO (last in, first out), or HIFO (highest in, first out)—is a powerful lever, as different methods produce different gain and loss amounts for the same set of transactions. HIFO, which matches sales with the highest-cost lots first, typically produces the lowest taxable gains and is therefore the most tax-efficient method for investors with appreciated holdings and gains. Unlike securities, cryptocurrency is not subject to the wash sale rule under current law, which means investors can sell cryptocurrency at a loss, claim the tax deduction, and immediately repurchase the same asset to reset their cost basis without waiting 30 days. Tax-loss harvesting strategies exploit this advantage during market downturns. Holding cryptocurrency for more than one year before selling converts short-term gains—taxed as ordinary income—into long-term capital gains taxed at preferential rates of 0%, 15%, or 20% depending on income level. Crypto-secured loans allow investors to access liquidity without selling and triggering a taxable event. Self-directed IRAs that hold cryptocurrency defer or eliminate tax on gains within the account, though significant custody and compliance requirements apply. NFTs and DeFi transactions each have unique tax characteristics that require specialized analysis. Tax professionals with cryptocurrency expertise add substantial value by helping clients implement these strategies systematically and compliantly.
    CPAs advising clients with unreported cryptocurrency income face a complex practice management situation that requires careful assessment of the scope of non-compliance, voluntary disclosure options, and client communication strategy. The IRS has issued multiple rounds of compliance letters—Letters 6173, 6174, and 6174-A—to cryptocurrency holders identified through exchange data and blockchain analytics, signaling the agency's increasing ability to detect unreported crypto income. A CP2000 notice may follow for clients whose exchange-reported 1099-B proceeds do not match amounts reported on their tax returns. When a client discloses unreported cryptocurrency transactions, the first step is quantifying the full extent of the non-compliance across all open tax years—reviewing transaction histories from all exchanges, wallets, and DeFi platforms. Cost basis documentation is essential: many clients did not track their cost basis contemporaneously, requiring reconstruction from exchange transaction histories and blockchain records. Software tools such as CoinTracker.io and similar platforms can aggregate transaction data and generate Form 8949 reports that simplify the compliance reconstruction process. For clients who have not yet been contacted by the IRS, amended returns with complete reporting may resolve the issue with limited penalty exposure. For clients who have received IRS notices, prompt response with complete reconciled data is essential to managing the examination constructively. CPAs who develop specialized cryptocurrency tax knowledge are increasingly valuable as the number of clients with crypto holdings—and the complexity of their compliance needs—continues to grow.