Clinton Donnelly, EA | Crypto Tax & Audit ExpertThis video covers all the essential strategies that can help you legally minimize your tax liabilities. From tax loss harvesting to strategic asset management, the video explores the legal ways that crypto investors use to keep more of their gains. Whether you're an experienced trader or new to the crypto community, this guide provides you with the knowledge and confidence to make more informed decisions. Don't let taxes eat into your crypto gains β learn how to navigate the complexities of crypto taxes with confidence.
If you found this helpful, don't forget to smash the LIKE button and Share it with your friends. Don't miss out on any of our content! Hit that Subscribe button and join our community to stay up-to-date with all the latest tax news and updates. Thank you!
π Guest: Moritz Nold is a seasoned expert in cryptocurrency and blockchain technology, with a passion for simplifying crypto taxes. As the Head of Finance of CoinTracking, he is using his expertise to help users around the world track their crypto portfolios and optimize taxes.
Disclaimer: This video is for informational purposes only and is not financial or tax advice. Please consult with a professional financial or tax advisor before making any decisions based on the content of this video.
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π Sponsor: CryptoTaxAudit CryptoTaxAudit is the ultimate solution for ensuring your crypto taxes are precise and fully compliant with the latest regulations. With expert guidance and support, you can avoid costly penalties and enjoy complete peace of mind. Don't take any chances with your hard-earned assets. Become an IRS Guard Dog member today and take control of your financial future! Visit CryptoTaxAudit.com today.
Visit π https://CryptoTaxAudit.com
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π Disclaimer All opinions expressed by the showβs host and guests are their own. Do not construe them as tax, legal, or financial advice. In addition, they may not represent the policies or opinions of our sponsor, CryptoTaxAudit. Research legal, tax, and financial guidance and advice as needed.
π How to Legally Reduce Your Cryptocurrency Taxes in the US π°πΊπΈClinton Donnelly, EA | Crypto Tax & Audit Expert2024-03-05 | This video covers all the essential strategies that can help you legally minimize your tax liabilities. From tax loss harvesting to strategic asset management, the video explores the legal ways that crypto investors use to keep more of their gains. Whether you're an experienced trader or new to the crypto community, this guide provides you with the knowledge and confidence to make more informed decisions. Don't let taxes eat into your crypto gains β learn how to navigate the complexities of crypto taxes with confidence.
If you found this helpful, don't forget to smash the LIKE button and Share it with your friends. Don't miss out on any of our content! Hit that Subscribe button and join our community to stay up-to-date with all the latest tax news and updates. Thank you!
π Guest: Moritz Nold is a seasoned expert in cryptocurrency and blockchain technology, with a passion for simplifying crypto taxes. As the Head of Finance of CoinTracking, he is using his expertise to help users around the world track their crypto portfolios and optimize taxes.
Disclaimer: This video is for informational purposes only and is not financial or tax advice. Please consult with a professional financial or tax advisor before making any decisions based on the content of this video.
β¬β¬β¬β¬β¬ SPONSOR β¬β¬β¬β¬β¬
π Sponsor: CryptoTaxAudit CryptoTaxAudit is the ultimate solution for ensuring your crypto taxes are precise and fully compliant with the latest regulations. With expert guidance and support, you can avoid costly penalties and enjoy complete peace of mind. Don't take any chances with your hard-earned assets. Become an IRS Guard Dog member today and take control of your financial future! Visit CryptoTaxAudit.com today.
Visit π https://CryptoTaxAudit.com
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β οΈ πππͺππ₯π π’π π¦πππ π ππ₯π¦ ππ‘ π’π¨π₯ ππ’π π ππ‘π§π¦ ππ‘π ππ’π π π¨π‘ππ§π¬ ππππ‘π‘πππ¦ We will never ask you for your personal information on social media. Beware of people masquerading as our host, guests, or sponsor company.
π Disclaimer All opinions expressed by the showβs host and guests are their own. Do not construe them as tax, legal, or financial advice. In addition, they may not represent the policies or opinions of our sponsor, CryptoTaxAudit. Research legal, tax, and financial guidance and advice as needed.
Clinton Donnelly discusses historical reporting estimates and his view that non-compliance appears to be continuing despite the introduction of 1099-DA forms.
The full 1099-DA discussion drops tonight on this channel. Subscribe to catch the full video.
Disclaimer: This video is for general informational purposes only and does not constitute tax, legal, or financial advice. Consult a qualified tax professional for advice specific to your circumstances.
#1099DA #CryptoTax #CryptoTaxAudit
Disclaimer: This video is for general informational purposes only and does not constitute tax, legal, or financial advice. The views and estimates discussed reflect the speakerβs assessment and should not be treated as official IRS statistics. Consult a qualified tax professional for advice specific to your circumstances.Is Form 1099-DA Helping Crypto Taxpayers?Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-15 | Form 1099-DA and the 2025 tax year: Clinton Donnelly of CryptoTaxAudit discusses experiences reported by customers and the challenges of using the forms for tax return preparation.
He considers the distinction between providing transaction information to the IRS and providing information taxpayers and preparers can readily use. Topics include document length, first-year cost-basis reporting, different exchange formats and Form 8949 boxes.
Clinton also discusses crypto income reporting estimates, questions around study methodology, and a hypothetical scenario involving filing errors and audits. He closes with his views on data summaries and the taxpayer experience.
What was your experience with Form 1099-DA? Share what you found straightforward or difficult to interpret in the comments.
#1099DA #CryptoTax #CryptoTaxAudit
Chapters: 00:00 Taxpayer and preparer experiences 00:23 IRS reporting and taxpayer clarity 00:43 Document length, cost basis and form formats 01:43 Reporting estimates and IRS implementation 03:24 Data summaries and closing viewsYour 1099-DA Is Confusing. Itβs Not Just You.Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-15 | A 1099-DA with more pages than your tax return?
Clinton Donnelly discusses the confusion customers are facing, from different exchange formats to forms they struggle to understand.
The full 1099-DA discussion drops tonight on this channel. Is the new form helping crypto taxpayers, or making things more confusing?
Subscribe to catch the full video.
#1099DA #CryptoTax #CryptoTaxAudit
Disclaimer: This video is for general informational purposes only and does not constitute tax, legal, or financial advice. Consult a qualified tax professional for advice specific to your circumstances.How IRS Staffing Cuts and AI Could Affect Crypto AuditsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-08 | Could fewer IRS employees mean fewer crypto audits? Clinton Donnelly, founder and CEO of CryptoTaxAudit, discusses IRS staffing changes, automation, and what they could mean for cryptocurrency investors.
In this video: β’ IRS workforce reductions and planned customer service hiring β’ Modernization, electronic filing, and AI-assisted systems β’ How automation could affect audit selection β’ CP2000 and CP2501 notices involving crypto income β’ CryptoTaxAuditβs approach to tax return preparation and its reported client audit outcomes
Clinton shares his perspective and experience handling cryptocurrency tax cases. Client results and comparisons discussed in the video are figures reported by CryptoTaxAudit.
Have questions about your crypto tax return or an IRS letter? Explore the services below or contact the team.
#CryptoSecurity #CryptoTax #PrivacyFake IRS Crypto Letter How the QR Code Scam Steals Your WalletClinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-02 | π¨ The IRS has issued a fraud alert about fake letters targeting crypto holders.
The letters look official. They use IRS-style formatting, a CP14-style notice number, a deadline, and a QR code that directs people to a fake βDigital Asset Compliance Portal.β
It does not exist.
In this story, Liam, Senior Account Manager at CryptoTaxAudit, walks through how the scam profiles crypto holders, how a follow-up phone call could be used to steal access to an exchange or wallet, and how to verify a real IRS notice safely.
β οΈ If you receive this letter:
β’ Do not scan the QR code β’ Do not enter any information β’ Do not take a βverificationβ call β’ Never share a password, 2FA code, private key, or recovery phrase β’ Go to irs.gov yourself and verify through your IRS Online Account or official IRS contact details β’ Preserve the letter and screenshots, then report it
π If you entered information or spoke with someone, change your exchange password, review your 2FA inside the official app, and contact your exchange through its official support channel.
Need help with a genuine IRS crypto notice? [https://www.cryptotaxaudit.com](https://www.cryptotaxaudit.com)
Chapters: 00:00 The IRS letter that was not from the IRS 01:34 Why the CP14-style notice looks convincing 02:35 What happens when you scan the QR code 03:35 The fake crypto compliance portal 05:18 The phone number trap 06:02 How vishing steals crypto 07:38 The research behind the scam 08:20 Why real IRS notices can include QR codes 09:35 Real IRS crypto letters vs this scam 10:28 How to verify and report a suspicious letter
This video is for general educational purposes and is not individual tax or legal advice.
#CryptoScam #IRSScam #CryptoSecurity17,000 IRS Staff Still Had Network Access #cryptotax #digitalassetsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-02 | TIGTA found that nearly 17,000 IRS employees on administrative leave still had access to the IRS network.
More than 14,000 also retained access to one or more sensitive systems.
The IRS expects tax professionals to protect taxpayer data. So why were thousands of employees without a business reason for access still able to access IRS systems?
Read TIGTAβs report: More Controls Could Help Prevent Unauthorized Access to Taxpayer Information
Need help with crypto tax reporting or an IRS crypto notice? Visit CryptoTaxAudit.com
#IRS #CryptoTax #TaxSecurity14,000 IRS Staff Kept Sensitive Access: The Crypto RiskClinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-01 | More than 14,000 IRS employees on administrative leave retained access to one or more sensitive systems, according to TIGTA.
Clinton Donnelly explains why this IRS security concern matters to crypto holders, what transactional data may reveal about a taxpayerβs activity and address, and what the report does not prove.
In this video:
* What the IRS may see through 1099 and exchange data * Why frequent activity does not necessarily reveal private-wallet wealth * How thousands of IRS employees retained sensitive-system access * Why access does not mean a confirmed data breach occurred * How a virtual mailbox may help reduce exposure of your home address
TIGTA did not establish that the retained access was misused or that a material breach occurred.
Chapters 00:00 Could IRS data put crypto holders at risk? 00:22 What 1099-DA data may reveal 00:55 What the IRS sees from crypto transactions 01:16 IRS fraud and security requirements 01:58 14,000 IRS employees retained access 02:21 The double standard in IRS security 03:43 What TIGTA did not establish 05:35 Protecting your home address
This video is for general educational purposes and does not constitute legal or tax advice.
#CryptoTax #IRS #1099DAThe IRS Approved a $100 Payment Plan on Millions in Tax DebtClinton Donnelly, EA | Crypto Tax & Audit Expert2026-09-01 | Owing millions of dollars to the IRS does not automatically mean an enormous monthly payment.
Former IRS Revenue Officer Michael Raanan explains how the IRS evaluates a taxpayerβs ability to pay using verified financial information, assets, equity and the time remaining on the collection statute.
In some cases, taxpayers owing millions have received an IRS-approved payment plan of only $100 per month or been placed in currently not collectible status. The result depends entirely on the taxpayerβs financial circumstances and the IRS rules that apply.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal or financial advice. The examples discussed do not guarantee that another taxpayer will receive the same outcome. IRS resolutions depend on the taxpayerβs verified financial circumstances, assets, compliance history and applicable collection rules.Why You Need a Former IRS Revenue Officer on Your SideClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-31 | Knowing the IRS procedures is only the beginning.
Former IRS Revenue Officer Michael Raanan explains why effective tax resolution also requires knowing where the procedures provide flexibility, how to speak the language of IRS employees and how to keep a case moving toward resolution.
Michael even describes telling IRS phone representatives which internal command codes to enter so they can find the correct information.
He also explains why taxpayers should never ignore the IRS. When communication stops, the agency may escalate the case to enforcement action.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal or financial advice. IRS collection cases depend on the taxpayerβs individual circumstances, compliance history and applicable procedures. No particular resolution or outcome is guaranteed.The IRS Agent Was Snoring on the PhoneClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-30 | Tax practitioners and taxpayers often struggle to get useful help from IRS phone lines.
In this clip, Clinton Donnelly explains the problems he has experienced when trying to reach the IRS, including long hold times, calls being disconnected, unhelpful staff, and employees who appear poorly trained.
He says that nine out of 10 times, the person on the phone is unable to provide useful information.
Clinton also shares one memorable experience while calling the IRS Priority Practitioner Service.
After waiting on hold for around 40 minutes, someone finally came onto the line.
The IRS employee was snoring.
Clinton argues that better training for IRS phone staff would make a major difference for both taxpayers and practitioners trying to resolve tax issues.
π₯ This is a sneak peek from our upcoming full video. Subscribe so you donβt miss the full conversation.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs situation is different. Consult a qualified tax professional regarding your specific circumstances.An IRS Commissioner Blocked a Former IRS Agent on LinkedInClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-28 | An IRS commissioner published an editorial on LinkedIn. Former IRS Revenue Officer Michael Raanan left what he describes as a neutral comment about leadership taking accountability.
When he returned, the comment was gone and the commissioner had blocked him.
Michael explains why that interaction reflects a wider problem with leadership and accountability inside the IRS. The conversation also covers IRS phone-line failures, poorly trained employees and the frustration faced by taxpayers and tax practitioners.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal or financial advice. The opinions expressed are those of the individual speakers. Consult a qualified tax professional about your specific circumstances.
#IRS #FormerIRSAgent #IRSProblems #TaxHelpA $100,000 IRS Bill Does Not Mean You Owe $100,000Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-28 | Getting a large IRS bill can be intimidating, but the first step is not to panic.
In this clip, Clinton Donnelly explains what taxpayers should do when they receive an IRS notice or a large tax bill.
The first step is simple: open the IRS letter immediately.
Some IRS notices contain deadlines, and ignoring the mail can make the situation worse.
Clinton also explains that a bill showing $100,000 owed does not necessarily mean the liability is accurate or that the entire amount must be paid immediately.
Before looking at payment plans, penalty abatements, settlements, or other resolutions, the first question should be:
Is the tax liability itself correct?
Clinton says he has seen cases where hundreds of thousands of dollars were removed simply because the underlying liability was reviewed and found to be incorrect.
π₯ This is a sneak peek from our upcoming full video. Subscribe so you donβt miss the full conversation.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs situation is different. Consult a qualified tax professional regarding your specific circumstances.How Hidden Crypto Is Found in Divorce CasesClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-27 | Can someone hide crypto in a divorce?
In this clip, Clinton Donnelly and a blockchain forensics expert discuss how hidden crypto can show up in divorce cases, what clues investigators look for, and why most people leave a trail even when they think they are being clever.
The discussion covers: how early crypto purchases may be forgotten for years why bank statements can matter what investigators look for in Coinbase transfers and other payment trails how device scanning can uncover crypto artifacts and seed-phrase evidence how forensic work helps establish whether crypto existed and where it went
This video is for educational and informational purposes only and is not intended as legal, tax, financial, or investigative advice. Divorce, asset tracing, and crypto-forensics matters depend on the facts and circumstances of each case.
#HiddenCrypto #CryptoDivorce #BlockchainForensics #Bitcoin #AssetTracingCan You Negotiate With the IRS? Former IRS Officer ExplainsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-27 | Tax relief companies often claim they can negotiate with the IRS and secure a special deal. Former IRS Revenue Officer Michael Raanan explains why that is not how IRS collections work.
The IRS must follow the Internal Revenue Manual. It has a limited number of resolution options and specific procedures for determining what a taxpayer qualifies for.
You may qualify to pay less than the full amount owed, but not because someone negotiated a secret deal. The result depends on the IRS rules and your individual circumstances.
Disclaimer: This video is for educational purposes only and does not constitute tax, legal, or financial advice. Every tax situation is different. Consult a qualified tax professional about your specific circumstances.When a $4M Bitcoin Loan Becomes a Tax DisasterClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-27 | Crypto investors do not always realize when a taxable event has occurred.
In this clip, Clinton Donnelly explains how one taxpayer used roughly $4 million of Bitcoin as collateral for a loan.
When the price of Bitcoin fell, the value of the collateral dropped below the loan amount and the Bitcoin was liquidated.
That liquidation created a capital gains event.
The taxpayer had not expected the tax consequence and had not made estimated payments, leaving him with a significant tax bill.
Clinton explains why crypto investors can be caught off guard by taxable events that would often be more clearly tracked through a traditional brokerage.
π₯ This is a sneak peek from our upcoming full video. Subscribe so you donβt miss the complete conversation.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs situation is different. Consult a qualified tax professional regarding your specific circumstances.Ex-IRS Agent Exposes Common Tax Relief ScamsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-26 | Some tax relief companies do not resolve taxpayersβ problems. They exploit the fear created by an IRS notice.
Former IRS Revenue Officer Michael Raanan explains how unscrupulous tax relief firms use βpennies on the dollarβ promises, enormous upfront fees, manipulated ratings and threats against negative reviewers.
He has seen taxpayers pay $75,000 or more for services that were never warranted, only to seek legitimate help after the damage was done.
#IRS #TaxRelief #TaxScamsHe Paid $75,000 to a Tax Relief CompanyClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-26 | Tax relief companies often advertise promises like βpennies on the dollarβ and claim they have unique access or former IRS agents on staff.
In this clip, Clinton Donnelly explains what he has seen from taxpayers who hired tax relief companies and later came to him for help.
Some clients, he says, paid $75,000 or more in fees when those charges were not warranted. Others shared engagement letters and even threatening letters from legal counsel demanding that negative online reviews be removed.
Clinton describes a pattern where scared taxpayers are sold unrealistic promises, charged large fees, and then pressured when they complain.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs situation is different. Consult a qualified tax professional regarding your specific circumstances.Crypto Recovery Scams: How to Avoid Getting Scammed TwiceClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-25 | Crypto scam victims are often targeted a second time by fake recovery services.
In this clip, Clinton Donnelly and a blockchain forensics expert explain how crypto recovery scams work, why victims are especially vulnerable after a major loss, and what warning signs to look for before hiring anyone to trace stolen funds.
They discuss:
fake recovery firms that promise to βhack backβ stolen crypto scammers impersonating law enforcement malware and identity-theft risks after the original scam why victims should report what happened how to vet a legitimate blockchain forensics firm why references from law firms can be a strong credibility signal why any firm promising guaranteed recovery should raise suspicion
The related CryptoTaxAudit guide also warns that scammers increasingly use AI, phishing, fake exchanges, and convincing impersonation tactics, making independent verification essential.
This video is for educational and informational purposes only and is not intended as legal, tax, financial, cybersecurity, or investigative advice.Can You Negotiate With the IRS? Former Revenue Officer Reveals the TruthClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-25 | π¨ Facing a large IRS tax bill and unsure what to do next?
Former IRS Revenue Officer Michael Raanan, MBA, EA, explains how IRS tax debt resolution really works, what options taxpayers may have and what you should check before paying the IRS.
In this interview, Clinton Donnelly speaks with Michael about his eight years working inside IRS Collections.
Michael explains why the IRS does not negotiate like a private company. Available resolutions are determined by IRS procedures, the accuracy of the liability and the taxpayerβs financial circumstances.
π TOPICS COVERED
β What to do after receiving an IRS notice β How to determine whether the tax liability is correct β IRS payment plans, penalty abatements and hardship status β The IRS 10-year collection period β Misleading βpennies on the dollarβ promises β Warning signs of an unscrupulous tax-relief firm β Why the IRS is so difficult to contact β Unexpected tax bills caused by crypto liquidations β Resolving IRS liabilities exceeding $1 million β Crypto tax audit defense versus tax resolution
π°οΈ CHAPTERS: 00:00 What tax resolution means 01:03 Michaelβs eight years inside the IRS 02:44 How IRS collection practices changed 05:11 What to do with a $100,000 IRS bill 06:44 Tax-relief advertising and taxpayer fear 07:51 How unscrupulous tax-relief firms operate 09:12 Threatening clients and manipulating reviews 11:10 Can you negotiate with the IRS? 12:39 IRS staffing cuts and service delays 14:00 Why the IRS is difficult to reach 19:27 An IRS phone-line horror story 20:05 Why crypto investors receive unexpected tax bills 20:48 The $4 million Bitcoin collateral case 23:13 Resolving million-dollar IRS liabilities 24:14 The IRS 10-year collection period 25:21 Payment plans, penalty abatements and hardship status 27:06 Cause, cure and continued compliance 27:37 How professionals finesse IRS procedures 29:46 Why you should never ignore the IRS 30:38 Why former IRS experience matters 32:39 Crypto tax audits versus tax resolution 33:48 How to contact Michael Raanan
β οΈ DISCLAIMER: This video is for educational purposes only and does not constitute tax or legal advice. Tax outcomes depend on each taxpayerβs individual facts and circumstances. Consult a qualified professional about your situation.
#IRSTaxDebt #TaxResolution #CryptoTaxCan you actually negotiate with the IRS?Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-25 | Former IRS Revenue Officer Michael explains why IRS tax debt resolution doesn't work like traditional negotiation and how the IRS uses specific procedures to determine what you may qualify for.
Depending on your circumstances, those procedures could result in paying less than the full amount you owe.
Former IRS Revenue Officer Michael Renan reveals how $100,000+ IRS tax debts are actually handled, why some taxpayers may pay only a fraction of what they owe, and the tax-relief traps that can cost you tens of thousands.
#IRS #TaxDebt #TaxResolution #TaxesCrypto Forensics: How to Track Stolen Digital AssetsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-24 | What can you actually do after crypto is stolen?
In this clip, Clinton Donnelly asks how blockchain forensics firms can help victims document a theft and support a law-enforcement investigation.
The discussion covers why crypto crime can overwhelm local law enforcement, how international jurisdictions and limited investigative resources complicate cases, and how blockchain forensic investigators can help by tracing transactions, documenting wallet activity, and reporting findings that investigators can use.
The goal is not to replace law enforcement, but to make the evidence easier to verify and act on.
This video is for educational and informational purposes only and is not intended as legal, tax, financial, or investigative advice. The appropriate response to crypto theft depends on the facts and circumstances of each case.He Hid $1M in Crypto Losses. Then Came a $1M GainClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-24 | A crypto loss can still have real tax value, even years later.
In this clip, Clinton Donnelly shares the story of a client who lost roughly $1 million across 2018 and 2019 but never reported the losses because he was embarrassed. Then, during the 2020 bull market, he made about $1 million in crypto gains.
By properly reporting the earlier losses, those capital loss carryovers could offset the later gains. The key point: the $3,000 annual limit applies to using net capital losses against ordinary income, while excess losses can carry forward and offset future capital gains.
Donβt let embarrassment over investment losses stop you from reporting them. Those losses may become valuable when you have capital gains in later years.
This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Tax treatment depends on your individual circumstances. Consult a qualified tax professional regarding your situation.
#CryptoTax #CryptoLosses #BitcoinTax #CapitalLoss #TaxTipsHow a $4 Million Bitcoin Loan Created a Million-Dollar Tax BillClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-24 | Crypto investors can face major tax consequences even when they never intended to sell.
In this sneak peek, Clinton Donnelly of CryptoTaxAudit shares the story of a taxpayer who had roughly $4 million of Bitcoin used as collateral for a loan.
When the price of Bitcoin fell, the collateral was liquidated, creating a capital gains event the taxpayer had not expected.
At the same time, he had suffered a home invasion in which several million dollars were stolen.
Despite those losses, the liquidation still resulted in a significant tax bill.
This is one example of why crypto traders need to understand how loans, liquidations, capital gains, and unexpected taxable events can affect their tax position.
π₯ This is a sneak peek from our upcoming full video. Subscribe so you donβt miss the full conversation.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs situation is different. Consult a qualified tax professional regarding your specific circumstances.How to Prove a Crypto Scam Loss to the IRSClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-22 | If you lost money in a crypto scam, documentation matters.
In this clip, Clinton Donnelly explains why the burden of proving a scam loss is on the taxpayer, what kind of records may help support the loss, and why police reports, FBI reports, forensic investigation, and blockchain records can all matter.
He also explains that even though these situations are devastating, there may still be a tax silver lining if the loss is properly documented and reported.
This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Scam-loss deductions are highly fact-specific. Consult a qualified tax professional regarding your individual circumstances.Lost $250K in a Crypto Scam? The Tax Code May HelpClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-22 | A crypto scam loss can be financially devastating, but the tax treatment may provide some relief.
In this clip, Clinton Donnelly shares the case of an investor who lost roughly $250,000 after using money from his 401(k). He then explains two possible tax treatments discussed for investment scam losses, including the Ponzi-type investment scheme procedures associated with Form 4684 and capital-loss reporting on Form 8949.
The exact treatment depends heavily on the facts. IRS Form 4684 provides a specific procedure for qualifying Ponzi-type investment schemes, while other investment scam losses can require a different analysis.
This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Scam-loss deductions are highly fact-specific. Consult a qualified tax professional regarding your individual circumstances.
#CryptoScam #CryptoTax #PigButchering #TaxLoss #CryptoFraudWhen Prediction Markets May Be Treated Like Capital GainsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-21 | If prediction market activity is tied to future financial amounts, it may be treated more like a capital gains activity rather than gambling.
In this clip, Clinton Donnelly explains how prediction markets tied to financial indicators may be treated more like capital asset activity, why that matters for losses, how the $3,000 annual net loss limit works, and how unused losses may roll over to future years. He also explains potential long-term capital gains benefits and why this area is still not fully settled from an IRS guidance standpoint.
This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Tax treatment depends on your individual facts and circumstances. Consult a qualified tax professional regarding your specific situation.
Disclaimer: This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Tax treatment depends on your individual facts and circumstances. Consult a qualified tax professional regarding your specific situation.Can You Deduct a Crypto Scam Loss on Your Taxes?Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-20 | If you lose money in a crypto investment scam, there may be a tax deduction available depending on the facts.
In this clip, Clinton Donnelly explains why documenting the loss matters, why reporting the scam to law enforcement can strengthen the record, and how the amount actually invested is different from fictional gains shown by the scammer.
For qualifying financial scams involving transactions entered into for profit, the IRS says a theft-loss deduction may be available under Section 165. Eligibility, timing, recovery prospects, and the amount deductible depend on the specific circumstances.
This video is for educational and informational purposes only and is not intended as tax, legal, financial, or investigative advice. Scam-loss deductions are highly fact-specific. Consult a qualified tax professional regarding your individual circumstances.
#CryptoScam #CryptoTax #TaxDeduction #CryptoFraud #Section165Why Prediction Market Losses May Not Reduce Your Tax BillClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-20 | Prediction market losses may not reduce your tax bill the way you expect.
In this clip, Clinton Donnelly explains how event-based prediction market activity may be treated as gambling, why the 90% loss limitation matters, how the standard deduction can reduce the tax benefit of those losses, and why this treatment differs from capital gains.
This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Tax treatment depends on your individual facts and circumstances. Consult a qualified tax professional regarding your specific situation.
#Kalshi #Polymarket #PredictionMarkets #GamblingTax #TaxTipsMissing Records Why Trade Confirmation Emails MatterClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-20 | Missing crypto transaction history does not always mean you have no supporting records.
In this video, Clinton Donnelly explains how trade confirmation emails from an exchange may help fill gaps in your crypto data. These emails can provide proof points showing that trading activity occurred at a particular date and time, even when the formal transaction history from the exchange is unavailable.
Clinton also discusses how supporting records helped establish missing transaction activity in a client audit and contributed to the audit being closed.
Learn more about crypto tax support and audit defense at CryptoTaxAudit.com.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax or legal advice. Whether email confirmations or other supporting records are sufficient will depend on the facts, documentation, and circumstances of each case. Past results do not guarantee similar outcomes.
#CryptoTax #CryptoRecords #IRSAudit #CryptoTaxes #BitcoinYou Can Lose Money on Prediction Markets and Still Owe TaxClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-19 | You could lose money overall on prediction markets like Kalshi or Polymarket and still owe tax.
Why? If your activity is treated as gambling, the 90% loss rule and the standard deduction can limit how much benefit you receive from your losses. Clinton Donnelly explains the tax trap prediction market traders need to understand before filing.
Disclaimer: This video is for educational and informational purposes only and is not intended as tax, legal, or financial advice. Tax treatment depends on your individual facts and circumstances. Consult a qualified tax professional regarding your specific situation.BitMEX, BitMart & AscendEX Closing Save Your Crypto Tax RecordsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-19 | BitMEX, BitMart and AscendEX have announced closures or cessation of operations, making transaction records an immediate concern for crypto traders. BitMEX is scheduled to close its exchange on September 23, 2026, BitMart says it will discontinue trading services on August 26, 2026, and AscendEX ceased operations on July 1, 2026.
Missing transaction history can create holes in your crypto tax records. Without complete purchase information, crypto tax software may calculate higher profits than actually need to be reported, potentially resulting in an overstated tax liability.
Clinton Donnelly explains why preserving your exchange transaction history matters and why missing records do not automatically mean you should overpay your taxes.
Disclaimer: This video is for educational and informational purposes only and does not constitute tax or legal advice. Tax treatment depends on your individual facts and circumstances. Missing transaction records may require additional analysis or documentation to determine the correct tax treatment.
#CryptoTax #BitMEX #BitMart #AscendEX #CryptoTaxesMissing Crypto Records? How to Prove Your Cost Basis to the IRSClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-18 | Missing crypto transaction records can make it difficult to calculate and support your cost basis accurately. When exchange data is incomplete or no longer available, crypto tax software may calculate gains using incomplete information.
In this video, Clinton Donnelly explains ways missing crypto records may be reconstructed using supporting evidence such as trade confirmation emails.
He also shares a client case involving Bitcoin transferred from a closed exchange to Coinbase. Although the original exchange transaction history was unavailable, email confirmations were used alongside Coinbase records to support that the incoming Bitcoin represented a transfer of the taxpayerβs own assets rather than taxable income.
Clinton also discusses reasonable good-faith estimates, the Cohan rule, and the use of reasonable estimates when complete documentation is unavailable.
Topics covered include crypto cost basis, missing exchange records, trade confirmation emails, IRS audits, reasonable good-faith estimates and the Cohan rule.
**Need help with missing crypto records, gain calculations, or an IRS crypto issue?** CryptoTaxAudit specializes in complex crypto tax reporting, gain calculations, and IRS audit defense.
π°οΈ **Chapters** 00:00 Why Missing Crypto Records Can Cost You 00:38 How to Fix Holes in Your Crypto Data 01:03 Real Client Case: Missing Exchange Records 01:40 IRS Audit Closed With No Change 01:53 What If You Don't Know the Exact Amount? 02:13 Reasonable Good-Faith Estimates 02:50 The Cohan Rule 03:30 Per Diem and Missing Records
**Disclaimer:** This video is for educational and informational purposes only and does not constitute tax, legal, or financial advice. Every taxpayerβs circumstances are different. Consult a qualified tax professional regarding your specific situation.
#CryptoTax #CryptoTaxes #IRSAudit #CostBasis #BitcoinTaxIRS Crypto Audit How Email Records Proved a Bitcoin TransferClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-18 | Missing crypto transaction records can become a serious issue during an IRS audit.
In this client case, Bitcoin had been transferred from an old exchange that later closed into Coinbase. The original exchange transaction history was unavailable, but trade confirmation emails aligned with the incoming Bitcoin transactions shown in Coinbase.
Those records helped demonstrate that the Bitcoin was a transfer of the clientβs own assets rather than taxable income.
The result: the IRS appeals audit was closed with no change to the clientβs tax assessment.
Learn more about crypto tax audit defense at CryptoTaxAudit.com.
**Disclaimer:** This video is for educational and informational purposes only and does not constitute tax or legal advice. The client example discussed reflects the facts and circumstances of that specific case. Past results do not guarantee similar outcomes, and IRS audit results will vary based on the facts, records, and issues involved.How Income Tax Changed America and Why People Move for Lower TaxesClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-13 | πΊπΈ Why do high taxes influence where people choose to live?
Clinton Donnelly, EA, looks back at the development of income taxation in the United States and discusses how the role of government and taxation changed during the early 20th century.
He also explains his view that when tax rates become too high, they can start affecting behavior, including where people live, where they build wealth, and whether they eventually leave a high-tax state.
π In this Short: β The development of U.S. income taxation β How government funding changed over time β Why tax rates can influence behavior β Why some wealthy taxpayers leave high-tax states β Clintonβs view on what people may consider a reasonable tax burden
π Learn more about tax planning, crypto tax, and audit defense at CryptoTaxAudit.com
β οΈ Disclaimer: This content is for educational and informational purposes only and should not be considered tax, legal, financial, or investment advice. Tax laws and individual circumstances vary. Consult a qualified tax professional regarding your specific situation.
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#IncomeTax #StateTaxes #TaxHistory #TaxPlanning #TaxesHow to Change State Residency and Leave California for Tax PurposesClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-13 | π Leaving California? Changing your state residency involves more than simply moving to another state.
Clinton Donnelly, EA, explains how to change your state residency for tax purposes and why your financial connections can still matter after you physically move.
In this Short, Clinton covers:
β Updating addresses with banks and financial institutions β W-2, 1099, and 1098 reporting addresses β Property and income connected to your former state β Californiaβs closer connections test β Why moving your body may not mean moving your financial interests
π Learn more about crypto tax, tax compliance, and audit defense at CryptoTaxAudit.com
β οΈ Disclaimer: This content is for educational and informational purposes only and should not be considered tax, legal, or financial advice. Tax situations vary based on individual circumstances. Consult a qualified tax professional regarding your specific situation.
#CaliforniaTaxes #TaxResidency #StateTaxesThe 5-Minute Rule: Why Banks Say No to CryptoClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-12 | Some crypto investors divide a large cash-out into several smaller bank transfers because they believe it will attract less attention. According to Clinton Donnelly and Hugo, that approach may create the opposite impression.
In this clip, they explain why banks can aggregate multiple transfers, how repeated smaller transactions may appear suspicious, and why a single documented transfer may be easier for a compliance team to review than a series of fragmented payments.
This clip is taken from a longer CryptoTaxAudit discussion about bank compliance and large cryptocurrency cash-outs.
#CryptoCashOut #CryptoBanking #CryptoCompliance #AML #CryptoTaxWorking From Home How the Home Office Tax Deduction WorksClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-12 | If you work from home, you may be able to claim a home office tax deduction, but the IRS has specific rules around when a space qualifies.
In this video, Clinton Donnelly explains the requirements for a dedicated home office, the difference between calculating actual home office expenses and using the IRS simplified method, and how the $5-per-square-foot method works up to 300 square feet.
He also discusses how U.S. tax rules for foreign companies changed following the 2017 tax law and explains how assets such as yachts can factor into the taxation of certain foreign-owned businesses.
This video is for educational purposes only and does not constitute tax, legal, or financial advice. Individual tax situations vary, and you should consult a qualified tax professional regarding your circumstances.
#HomeOfficeDeduction #TaxDeductions #WorkFromHome #IRSTaxTips #TaxPlanning #HomeOfficeTax #USATax #TaxEducation #SmallBusinessTax #CryptoTaxAuditLinda P. Jones on XRPβs Extraordinary 2017 ReturnsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-11 | Linda P. Jones discusses the historical performance of XRP and other cryptocurrencies compared with traditional assets.
In this clip, she reflects on the scale of returns seen during XRPβs 2017 price rise and explains why many investors believe cryptoβs potential can justify its steep learning curve.
The figures discussed relate to historical market performance and are not a prediction of future returns.
This content is for general educational purposes only and is not tax, legal, investment, or financial advice.The Secret Tipping Off Rule and Banking AnonymityClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-11 | When someone prepares to cash out a large amount of cryptocurrency, the full AML report may be sent directly to the bank rather than given to the customer.
In this clip, Clinton Donnelly and Hugo explain how anti-money-laundering βtipping offβ rules affect the way compliance reports are handled. Because detailed AML findings may contain restricted information, Cense provides the full report directly to the bankβs compliance team while offering only a limited baseline report to the customer.
They also explain how this process helps a bank review the source of funds before a large crypto transfer is completed.
Disclaimer: This video is for general educational purposes only and does not constitute legal, tax, financial, banking, or compliance advice. Anti-money-laundering rules, reporting restrictions, privacy procedures, and bank requirements vary by institution and jurisdiction. Consult qualified professionals before relying on any AML report or moving large amounts of cryptocurrency.Why Californiaβs Billionaire Tax Could Backfire | Prop 40Clinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-11 | Californiaβs Proposition 40 would impose a one-time wealth tax of up to 5% on covered assets above $1 billion. πΈ Could the California billionaire tax raise tens of billions, or could it backfire by encouraging wealthy residents and future tax revenue to leave the state?
In this video, Clinton Donnelly examines the proposed California billionaire tax, the liquidity problems it could create for people whose net worth is tied up in businesses and investments, and the California residency issues that arise when someone moves out of the state.
Clinton discusses: π What California Proposition 40 would tax π Why paying a wealth tax could require asset sales πΈ How those sales may create separate capital-gains consequences πββοΈ Why wealthy departures could reduce future California income-tax revenue π How California residency audits actually work βοΈ The physical, personal, professional, and administrative ties the FTB examines ποΈ What the Appeal of Bragg shows about California residency π Why changing an address alone does not establish a genuine move π¦π· A real client example involving someone living in Argentina while continuing to use a California mailing address Proposition 40 is scheduled for Californiaβs November 3, 2026 ballot. This discussion is current as of August 2026.
π°οΈ Chapters: 00:00 The Real Cost of a 5% Wealth Tax 01:15 What Californiaβs Wealth Tax Actually Means 02:49 What Happens When Billionaires Leave 05:08 Why Leaving California Isnβt That Simple 06:50 What Actually Leaving California Looks Like 08:08 The California Address Mistake That Can Trigger Tax Problems
Learn more about CryptoTaxAudit through the links on this channel.
β οΈ DISCLAIMER: This video is provided for general educational and informational purposes only. It does not constitute legal, tax, investment, or financial advice. Proposition 40 is a proposed California ballot measure and has not been enacted. Tax residency, domicile, asset valuation, and income sourcing depend on the specific facts and circumstances. Consult a qualified tax professional regarding your individual situation.
#CaliforniaTax #BillionaireTax #Proposition40 #WealthTax #TaxExodusLiving Abroad Your California Mailing Address Could Trigger a Tax ProblemClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-11 | Can California still consider you a tax resident after you've moved abroad?
Clinton Donnelly shares a real case involving someone who was living in Argentina but continued using his parents' California address with banks, credit cards, and other financial institutions. His 1099s were consequently sent to the California address, and California eventually pursued him over his tax residency.
The key issue was how he continued to represent his connection to California.
In this video, Clinton explains why mailing addresses and other residency ties can matter when determining state tax residency, particularly in states that aggressively examine residency.
If you've moved overseas or relocated to another state, make sure your financial accounts and mailing information accurately reflect where you live.
DISCLAIMER: This content is for educational and informational purposes only and should not be considered tax, legal, or financial advice. Tax residency is determined based on individual facts and circumstances. Consult a qualified tax professional regarding your specific situation.
#CaliforniaTaxes #TaxResidency #StateTaxes #TaxPlanning #ExpatTaxesHow Crypto AML Compliance Works Before a Bank Cash-OutClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-11 | Cense helps crypto investors document where their funds came from before moving large amounts into a bank.
In this clip, Hugo explains how Cense verifies wallet ownership, reviews DeFi activity, analyzes transaction and counterparty risk, and turns complex blockchain data into a report a bank compliance officer can understand.
The process can include connected wallets and exchanges, proof of wallet ownership, source-of-wealth analysis, jurisdiction checks, Chainalysis risk data, pricing data, and detailed AML reporting. The goal is to give banks the evidence they need to assess a crypto portfolio instead of rejecting it simply because the activity is complex.
This clip is taken from a longer CryptoTaxAudit discussion about crypto cash-outs, tax compliance, and anti-money-laundering reviews.
Disclaimer: This video is for general educational purposes only and does not constitute legal, tax, financial, banking, or compliance advice. AML reviews, source-of-funds requirements, and bank procedures vary by institution and jurisdiction. Consult qualified professionals before making large cryptocurrency transfers or relying on any compliance process.Your Crypto Could Be Flagged for a Scam You Never JoinedClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-10 | Crypto can carry a visible transaction history long after it leaves a wallet linked to fraud or a scam. That means coins received by an innocent holder may still appear connected to suspicious activity several transfers later.
Clinton Donnelly and Hugo explain how blockchain transparency can create problems when banks review a crypto portfolio. Even when the activity has nothing to do with the current owner, older wallet history can create uncertainty and lead a bank to reject a transfer.
This clip is taken from a longer CryptoTaxAudit discussion about cashing out large amounts of cryptocurrency and preparing the records banks may request.
Disclaimer: This video is for general educational purposes only and does not constitute legal, tax, financial, banking, or compliance advice. Crypto transaction histories, bank review procedures, and regulatory requirements vary by institution and jurisdiction. Consult qualified professionals before making large cryptocurrency transfers or financial decisions.The 5-Minute Rule: Why Banks Say No to CryptoClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-09 | Some crypto investors divide a large cash-out into several smaller bank transfers because they believe it will attract less attention. According to Clinton Donnelly and Hugo, that approach may create the opposite impression.
In this clip, they explain why banks can aggregate multiple transfers, how repeated smaller transactions may appear suspicious, and why a single documented transfer may be easier for a compliance team to review than a series of fragmented payments.
This clip is taken from a longer CryptoTaxAudit discussion about bank compliance and large cryptocurrency cash-outs.
Disclaimer:This video is for general educational purposes only and does not constitute legal, tax, financial, banking, or compliance advice. Bank monitoring rules, transaction thresholds, and reporting requirements vary by institution and jurisdiction. Splitting transactions may create additional compliance concerns. Consult qualified professionals before moving large amounts of cryptocurrency.BANK REJECTED $1 MILLIONClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-09 | A CryptoTaxAudit client transferred $1 million from Coinbase to a bank account that already held approximately $5 million. Instead of accepting the funds, the bank rejected the transfer and closed the account.
Clinton Donnelly and Hugo discuss why large crypto cash-outs can trigger anti-money laundering reviews, suspicious activity reporting, and extensive source-of-funds checks. They also explain why complex trading histories, multiple wallets, DeFi activity, and years of transactions can make bank verification difficult.
This clip is taken from a longer CryptoTaxAudit discussion about preparing for large cryptocurrency cash-outs.
#CryptoBanking #CryptoCashOut #CryptoCompliance #AML #BitcoinThe Tax Challenge Facing Everyday Crypto PaymentsClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-08 | As financial assets become increasingly tokenized, everyday crypto payments may become more common. However, current tax treatment can make even small purchases more complicated by requiring users to track potential gains or losses.
In this clip from Clinton Donnellyβs show, Clinton Donnelly and Linda P. Jones discuss the βinternet of value,β the future of tokenized assets, and the tax challenge facing crypto as an everyday payment method.
This content is for educational purposes only and does not constitute tax, legal, or investment advice.
#CryptoTax #CryptoPayments #CryptoAdoption #Tokenization #Blockchain #DigitalAssets #InternetOfValue #CryptoNews #ClintonDonnelly #LindaPJonesWhy a CP2000 Notice May Overstate Your Crypto TaxUntitled videoClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-07 | A CP2000 notice may show a proposed tax amount based on reported proceeds without the full cost basis for a crypto transaction. In this Short, Clinton Donnelly, EA, explains why the amount may be inaccurate and why a clear, timely response matters.
Disclaimer: This video is for educational purposes only and does not constitute legal or tax advice. Every tax situation is different.What Form 1099-DA Will Show the IRSClinton Donnelly, EA | Crypto Tax & Audit Expert2026-08-07 | Starting in 2026, crypto exchanges will issue Form 1099-DA to taxpayers and the IRS. In this Short, Clinton Donnelly, EA, explains how the form may report proceeds from sales and transfers, while not showing the original cost of the asset.
This can make transaction totals appear larger until the activity is properly reconciled on the tax return.
This clip was taken from the full video: [ADD ORIGINAL VIDEO LINK]
Disclaimer: This video is for educational purposes only and does not constitute legal or tax advice. Every tax situation is different.