Clinton Donnelly

The Clinton Donnelly Show

Business EN ↓ 208 episodes

Welcome to The Clinton Donnelly Show, where Clinton shares real world strategies, time tested tactics, and expert discussions with influencers about cryptos, taxes, audits, and the regulatory framework that’s evolving around cryptos.

Author

Clinton Donnelly

Category

Business

Podcast website

theclintondonnellyshow.com

Latest episode

Jul 10, 2026

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Episodes

How Do You Report Short Term 1099-DA Crypto Gains on Form 8949 (Step-by-Step Fix) 24.02.2026

IRS Form 1099-DA is reported by exchanges under Internal Revenue Code Section 6045(g), but taxpayers must report cryptocurrency gains under Treasury Regulation 1.1012-1(j). If you copy the 1099-DA directly onto IRS Form 8949 without adjustment, your capital gains may be reported incorrectly. In this video, Clinton Donnelly, founder of CryptoTaxAudit, explains:• Why exchange reporting and taxpayer...

What Happens to Crypto in a Divorce? Cost Basis, IRS Audits, and Hidden Tax Risks 17.02.2026

When crypto assets are divided in a divorce, the cost basis transfers with them. That means future capital gains tax liability may follow the asset, and incorrect reporting can trigger IRS audits affecting both partners. 👨‍⚖️ Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” explains how forensic wallet tracing, joint tax returns, and cost basis allocation can creat...

1099-DA + Form 8949: The IRS Match That Triggers Crypto Tax Audits (2026) 10.02.2026

Crypto taxes changed in a big way for 2026.In this video, Clinton Donnelly explains how the new 1099-DA works, how the IRS now separates cryptocurrency from other property, and why reporting mistakes are more likely to trigger audits than ever before.👨‍⚖️ Clinton Donnelly is the founder of CryptoTaxAudit, known as the Crypto Tax Fixer, and a leading expert in IRS crypto audits, tax compliance, an...

Crypto Taxes Explained: 1099-DA, Wallet Transfers, IRAs, Losses & IRS Rules (2026 Guide) 03.02.2026

This video explains how U.S. crypto tax rules apply to common crypto activity. It covers trading, transfers, fees, losses, and retirement accounts. It reflects current IRS guidance, including Form 1099-DA.Clinton Donnelly, founder of CryptoTaxAudit, and Ben, Director of Crypto Analytics, answer practical questions about crypto tax reporting. They focus on how transactions are reviewed when proceed...

Why IRAs and 401(k)s Are Failing Crypto Investors | Retirement, Inflation & Bitcoin 27.01.2026

Most people are told that IRAs and 401(k)s are the foundation of retirement planning. But decades into these strategies, many Americans still reach retirement age without enough savings to live comfortably. In this video, Clinton Donnelly, founder of CryptoTaxAudit, explains:• Why traditional retirement accounts often fall short• How inflation and fund fees affect long-term outcomes• What Social S...

IRS Uses Palantir for Crypto Tracking: CARF, DAC8, and What Traders Must Report 20.01.2026

🚨 LIVE CRYPTO TAX AMA THIS FRIDAY: LIMITED SPOTSIf you trade crypto, this is information you do not want to miss.👉 Register now (free, live):https://streamyard.com/watch/YKQVzjJtqaS8This week’s AMA breaks down how the IRS actually tracks crypto today, including:• Palantir and blockchain analysis• CARF & DAC8 cross-border reporting• What foreign exchanges may report• Why “just using DeFi” doe...

Why Did the IRS Threaten Property Seizure After a $271,000 Tax Payment? 13.01.2026

This situation, shared publicly by Stefan Georgi, highlights how IRS enforcement systems work, why interest penalties matter, and why relying on surface-level tax software or assumptions can create serious risk.🔗 Original public post referenced in this discussion:https://x.com/StefanGeorgi/status/2005279901050413341?s=20What this video covers:•Why IRS interest does not stop automatically after pa...

IRS Criminal Indictments Explained: What Happens When You Don’t Report Crypto 09.12.2025

The IRS is about to get full visibility into your crypto activity. Starting January 2026, the 1099-DA will report every sale, exchange, and transfer you make on US exchanges. And in 2027, the Crypto Asset Reporting Framework (CARF) brings 90+ countries into the same system. This means:- Every transaction reported, no minimum amount- Your wallet addresses exposed through transfer data- Foreign exch...

CARF Is Coming: The IRS Will See Your Wallet Activity (2027–2028 Explained) 02.12.2025

The IRS is about to receive foreign crypto exchange data, including wallet activity, under the upcoming Crypto Asset Reporting Framework (CARF). U.S. taxpayers now have a very limited window to get compliant. In this video, Clinton Donnelly breaks down what the U.S. Treasury just proposed: participation in the Crypto Asset Reporting Framework (CARF) a global reporting system already signed by near...

Why OG Whales Are Dumping Bitcoin for Zcash 01.12.2025

Protect yourself from IRS crypto audits with TaxShield:👉 https://www.cryptotaxaudit.com/taxshieldOG Bitcoin whales are dumping BTC for Zcash, not because of market cycles, but because of fear. Following the Roger Ver plea deal and the newly demonstrated IRS wallet-tracing capabilities, early Bitcoin holders are panicking over old, unreported gains, potential indictment exposure, and the upcoming...

How Crypto Scams Really Work in 2025: Forensics Expert Reveals What Victims Don’t Know 25.11.2025

⚠️ WARNING: The biggest threat after a crypto scam is getting robbed a second time. In 2025, crypto scams are more organized, technical, and psychologically targeted than ever before. But here’s what most victims don’t know:Scammers often install malware, steal your ID/KYC, and may continue targeting you long after the initial theft. This means your identity, your devices, and even your bank accou...

Thinking of Renouncing Your Citizenship? WATCH THIS First (Exit Tax Warning) 18.11.2025

Renouncing your U.S. citizenship does not guarantee tax freedom, and for many people, it can create bigger tax problems than it solves. In this video, Clinton Donnelly breaks down the real rules, including why the IRS can still pursue you for 10 years after renunciation, how Form 8854 works, and what the Exit Tax actually is. 🇺🇸 What You’ll Learn in This Video• Why U.S. citizens are taxed on world...

Crypto’s Turning Point: Lark Davis on Trump, Regulation & the Next Bitcoin Cycle 13.11.2025

In this exclusive interview, Clinton Donnelly sits down with crypto expert Lark Davis to unpack Trump’s proposed $2,000 stimulus, the new wave of pro-crypto regulation, and what it all means for your crypto portfolio and taxes.👨‍⚖️ Clinton Donnelly is the founder of CryptoTaxAudit, a leading authority in IRS representation, crypto tax compliance, and audit defense.🎙️ Lark Davis, one of the world’...

Crypto Tax Losses: Avoid These 3 IRS Red Flags 11.11.2025

When it comes to reporting crypto losses, one wrong form or bad YouTube “hack” can put you straight on the IRS’s radar.👨‍⚖️ Clinton Donnelly explains the three biggest mistakes crypto traders make when reporting losses and how to avoid triggering a Letter 3176C for a “frivolous” return. 💼 What you’ll learn:• How the IRS actually views theft, Ponzi, and scam-related losses• Why “obscure loopholes...

Puerto Rican Act 60 Explained: How to Pay 0% Capital Gains Tax (Legally) 04.11.2025

Can you really pay 0% capital gains tax by moving to Puerto Rico? In this video, Clinton Donnelly breaks down Puerto Rican Act 60, the IRS residency tests, and the exact mistakes that can trigger an audit if you get this wrong.💼 What you’ll learn:• How Act 60 creates a legal 0% capital gains tax incentive for U.S. citizens• The 5 residency rules you must meet to qualify• What the IRS watches for...

IRS Weaponization Exposed: Hunter Biden, Roger Ver & Why Capital Gains Must DIE 28.10.2025

The IRS has been weaponized by both political parties for decades. Clinton Donnelly, who defends traders in IRS audits every day, breaks down the real cases you haven't heard about and reveals why eliminating capital gains tax on digital assets is the only realistic solution. Clinton Donnelly is the founder of CryptoTaxAudit and one of the leading crypto tax defense attorneys in the United Sta...

So You’re a Bitcoin HODLer… Here’s What the IRS Thinks of That 😬 21.10.2025

Even if you never sell your Bitcoin, you’re not immune from taxes. Borrowing against your crypto can create hidden liabilities if you’re liquidated and when you finally sell, your long-term capital gains can reach 20–30% including federal, NIIT, and state taxes. Crypto tax expert Clinton Donnelly, known as the Crypto Tax Fixer and founder of CryptoTaxAudit, breaks down the real IRS implications fo...

Crypto Theft: 7 Rules to Protect Keys, Wallets & Life 14.10.2025

Crypto theft prevention starts with OPSEC, which you can actually do today. Learn the distance rule, wallet splits, and how to claim losses. If you hold digital assets, crypto theft prevention isn’t optional, it’s survival. This video breaks down practical OPSEC moves that lower real-world risk, from going quiet about holdings to creating genuine distance between you and your keys. We cover home i...

Your Accountant Is NOT Ready For 1099-DA Crypto Tax Form 07.10.2025

The 2025 tax season is bringing the biggest change to crypto tax reporting in years. Centralized exchanges will now send the IRS a Form 1099-DA, detailing every single one of your crypto sales, exchanges, and even transfers. For active traders, this could be a document that is dozens of pages long. Is your current accountant prepared to handle this? In this episode of the Clinton Donnelly Show, we...

Trump OKs Bitcoin in 401(k)s: The Ownership Illusion You Didn’t See 30.09.2025

Trump just opened the door for Bitcoin in 401(k)s, but here’s the catch: you may never actually own it. Clinton Donnelly explains what this executive order really means, where the IRS tax traps are hidden, and why your “Bitcoin in retirement” may be an illusion.👨‍⚖️ What you’ll learn:• What Trump’s order allows and what it doesn’t• Why Bitcoin withdrawals from 401(k)s always convert to fiat• Why...

Top 5 Crypto Tax Questions Answered: Wallets, Stablecoins, Losses & IRS Rules 23.09.2025

Are you confused about how crypto taxes actually work? 🤔 These are your questions, answered. Clinton Donnelly, founder of CryptoTaxAudit, tackles the Top 5 crypto tax questions our viewers ask most. What you’ll learn in this video:• Do you pay taxes on stablecoin transactions?• What is “cost basis” and why does it matter for crypto?• Is moving crypto between wallets taxable?• How do you report cr...

Why Crypto Taxes Need an Expert (Not AI or Reddit Advice) 19.09.2025

Are you thinking about trusting AI or Reddit for crypto tax tips? The IRS just fined taxpayers $162M in penalties for following bad advice.🔗 IRS press release: https://www.irs.gov/newsroom/irs-assesses-162-million-in-penalties-over-false-tax-credit-claims-tied-to-social-media?utm_source=chatgpt.comIf you want to avoid costly mistakes, you need a real crypto tax expert on your side. AI and Reddit...

Is 0% Long-Term Capital Gains Tax Possible Under Trump’s Plan? 16.09.2025

There’s a growing debate over whether America should eliminate the capital gains tax. President Trump and Secretary Lutnick have suggested that tariff revenue, possibly as high as $750 billion, could be used to offset taxes, even reducing them for households under $150,000. Clinton Donnelly, founder of CryptoTaxAudit, breaks down why capital gains tax reform is being discussed, what it could mean...

IRS Installment Agreement Explained: Maximum Time, Limits & Denials (2025) 09.09.2025

Are you struggling to pay your tax bill? The IRS payment plan might be your lifeline, but not everyone qualifies. In this video, Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” breaks down how installment agreements really work, who gets approved, and the red flags that lead to denial. What you’ll learn: - The IRS payment plan rules and time limits- Who qualifies a...

IRS 1099-DA in Under 3 Minutes: What Crypto Exchanges Will Report in 2026 05.09.2025

What is IRS Form 1099-DA?It’s the brand-new IRS form for digital assets, arriving in 2026. U.S. crypto exchanges like Coinbase, Robinhood, Kraken, Gemini, and Fidelity will now be required to report your crypto sales, swaps, and even wallet transfers — including the wallet addresses involved. Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” breaks down what this mea...

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