The Clinton Donnelly Show

Clinton discusses taxes in the cryptocurrency industry with David Canedo from Glassnode to shed light on the complex issue of taxes within the crypto world. The pair delved into a range of topics, including the recent SEC crackdown on Kraken and Coinbase, Elizabeth Warren's stance against digital currencies, and the potential involvement of the IRS in Operation Choke Point. The conversation also touched on how changes in the ta...

Clinton is joined by Liam, the client manager at CryptoTaxAudit, to delve into the latest crypto tax regulations and provide answers to your burning questions. From the recent executive order by the Biden administration to the impending deadline for recommendations on tax laws and SEC laws, there's a lot of ground to cover. Clinton also shares his valuable insights on potential major regulations, such as the treatment of CBDCs ...

Clinton and David Canedo discuss the rising popularity of AI in industries like cryptocurrency. They explore the potential of ChatGPT-4, a language for AI, to revolutionize programming and make crypto trading more efficient. They also touch upon the impact of CBDCs on the financial industry and the tax challenges faced by crypto traders. The episode emphasizes the importance of understanding and leveraging AI in today's tech-dr...

Clinton delves into the world of investment losses and how they can impact your crypto taxes. He covers three main types of losses, including Capital Loss, Worthless Securities, and Theft Loss, explaining the unique limits and benefits of each. Using cryptocurrency investment as a specific example, Clinton provides insights into the tax implications of each type of loss. Additionally, he discusses the Bernie Madoff procedure, which...

Clinton interviews David Canedo, Head of Tax and Compliance Strategy at Accointing by Glassnode, discussing the challenge of classifying the tax nature of crypto transactions, particularly with NFTs. They explore methods such as analyzing total users, TVL, smart contracts, and patterns to find scalable solutions in the rapidly evolving crypto landscape. The interview highlights the complexity of classifying taxable sales, income, o...

Clinton explores two main approaches that the IRS uses to enforce digital asset compliance: audits and criminal enforcement. In the first approach, the IRS determines who to audit, in part, based on whether taxpayers report as much income on their tax returns as the IRS knows about, since crypto exchanges and brokerages in the U.S. report all transactions to the IRS each year. The second approach is criminal enforcement, where the ...

Clinton raises the possibility that recent regulatory actions against the crypto industry could be part of a larger plan to regulate or even kill off crypto investing in America. He discusses the IRS treating cryptocurrencies as securities under tax law, which would be consistent with the SEC's current enforcement of securities law on cryptocurrencies. Clinton also presents several potential impacts including the loss of tax de...

Clinton discusses the two private letter memorandums issued by the IRS’ chief counsel office in January 2023 regarding the treatment of cryptocurrencies for taxation purposes. He explores the definition of the term "security," which is a term of art and has a specific meaning in the tax code, and he notes that the definition of "security" is not applicable to cryptocurrencies. However, he also points out that te...

Clinton explores the topic of whether the current tax break limit for capital losses should be changed. He proposes that Congress increase the capital loss limitation in code section 1211 to $15,000 starting this year (versus the current $3,000 limit), retroactively and inflation adjusted thereafter. He explains how capital gains and losses are taxed, and the annual limit on the amount of capital loss that can be deducted. The dist...

Clinton discusses how cryptocurrency theft losses (thefts, rug pulls, and scams) can be claimed to reduce tax bills. By claiming theft losses, investors can itemize deductions and save money on their taxes, even if they lost money due to closures of exchanges. However, claiming theft losses can be difficult as investors must prove the asset was taken with criminal intent, which can be challenging to prove. In the case of the FTX ex...

Clinton discusses the issue of tax non-compliance among US crypto investors. Despite the IRS Commissioner's announcement that the IRS could bring in another $1 trillion if given additional funding, there are many crypto investors who haven't paid taxes on their crypto income, leading to a $46 billion increase in funding for digital asset enforcement. This problem is most prevalent among taxpayers aged 18 to 44. The cause of...

Clinton compares the accuracy of various crypto tax calculation services, including Accointing, Bitcoin.tax, CoinTracking, CoinTracker, CoinLedger, CoinPanda, CryptoTaxCalculator, Node40, Ledgible, TaxBit, TokenTax, and ZenLedger. His team benchmarked these services using centralized and decentralized exchange data and discovered significant differences in their calculations. He also presents his team's results which offer insi...

This live-streamed AMA video aired on March 14, 2023. Hosted by Meta Mona, Clinton Donnelly answers the top questions this tax season, including how to account for crypto theft losses (such as FTX, Celsius, and BlockFi), how to handle NFT and Play2Earn tax calculations, and US expatriation options to reduce or eliminate your crypto taxes. #TaxesAreSexy

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Clinton discusses the IRS enforcement methods used for crypto investors, who are seen as wealthier taxpayers. The IRS received $46 billion in funding from Congress to enforce tax compliance laws for digital asset owners, with a potential to harvest an additional $1 trillion in revenue. The 22 million non-compliant taxpayers are divided into three categories: puny investors, hiders, and deniers. Arm yourself with the information you...