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PODCAST

The Clinton Donnelly Show

Clinton Donnelly

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.

business investing

All Episodes

01:00:14

How to Cash Out Crypto Safely: Bank Compliance, AML...

The Clinton Donnelly Show ·

2026/03/24

Cashing out crypto isn’t as simple as moving funds to your bank. Many transactions are delayed, flagged, or even rejected due to compliance and anti-money laundering (AML) rules.In this episode, Clinton Donnelly, founder of CryptoTaxAudit, is joined by Hugo Leijtens, Chief Strategy Officer at Cense, to explain why banks struggle with crypto transactions and what individuals need to do to avoid issues.They discuss real-world scenarios, including large transfers being rejected, account closures, and

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00:07:31

1099-DA Crypto Taxes Explained: How to Fix Exchange...

The Clinton Donnelly Show ·

2026/03/10

If you received a 1099-DA from a crypto exchange, you may be wondering what it means for your tax return.In this video, crypto tax expert Clinton Donnelly explains how 1099-DA reporting works and why the information reported by exchanges may not reflect your true gain or loss.You will learn:• What the 1099-DA form is• Why exchange reporting may be incomplete or incorrect• How IRS Form 8949 is used to report the correct numbers• What crypto traders should watch for when filing their tax returnIf your

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00:38:21

Bitcoin, Taxes, and the Fed in 2026 | Gary Cardone on...

The Clinton Donnelly Show ·

2026/03/03

Gary Cardone explains why the “global reset” is really a trust reset: incentives shift, institutions crack, and Bitcoin demand matters more than narratives. Clinton Donnelly connects the macro view to real-world tax and compliance consequences for U.S. crypto holders.What you’ll learn:• Why trust is breaking and why authenticity starts paying again • How taxes + incentives move people, businesses, and capital • How Gary thinks about Bitcoin demand, price levels, and regulation 📞 Book a

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00:05:34

How Do You Report Short Term 1099-DA Crypto Gains on...

The Clinton Donnelly Show ·

2026/02/24

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 reporting follow different rules• How transferred crypto creates lot-order mismatches• Why 1099-DA

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00:08:44

What Happens to Crypto in a Divorce? Cost Basis, IRS...

The Clinton Donnelly Show ·

2026/02/17

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 create unexpected legal and tax exposure during and after divorce.What You’ll Learn:• How forensic crypto

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00:29:05

1099-DA + Form 8949: The IRS Match That Triggers...

The Clinton Donnelly Show ·

2026/02/10

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, and gain calculations.Meet the hosts:Clinton Donnelly → https://www.cryptotaxaudit.com/clinton-donnellyBen

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00:24:14

Crypto Taxes Explained: 1099-DA, Wallet Transfers,...

The Clinton Donnelly Show ·

2026/02/03

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 proceeds, cost basis, or records are incomplete or misunderstood.Topics covered include:• Crypto tax reporting

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00:05:43

Why IRAs and 401(k)s Are Failing Crypto Investors |...

The Clinton Donnelly Show ·

2026/01/27

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 Security realistically provides in retirement• Why contribution limits and withdrawal penalties matter• How

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00:06:05

IRS Uses Palantir for Crypto Tracking: CARF, DAC8,...

The Clinton Donnelly Show ·

2026/01/20

🚨 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” doesn’t eliminate tax exposureSeats are limited and this AMA.The IRS has used Palantir for nearly a decade

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00:06:17

Why Did the IRS Threaten Property Seizure After a...

The Clinton Donnelly Show ·

2026/01/13

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 payment•How levy and seizure notices are triggered•Why “tax strikes” and non-filing backfire legally•What

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00:04:37

IRS Criminal Indictments Explained: What Happens When...

The Clinton Donnelly Show ·

2025/12/09

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 exchanges like Binance will collect KYC and report to the IRS- DeFi won't save youThe bigger shift: the

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00:05:13

CARF Is Coming: The IRS Will See Your Wallet Activity...

The Clinton Donnelly Show ·

2025/12/02

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 nearly 90 countries. CARF is expected to begin data collection in 2027, and foreign countries could start

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00:05:26

Why OG Whales Are Dumping Bitcoin for Zcash

The Clinton Donnelly Show ·

2025/12/01

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 1099-DA reporting rules. In this video, Clinton Donnelly breaks down the tax panic driving BTC’s decline

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00:32:53

How Crypto Scams Really Work in 2025: Forensics...

The Clinton Donnelly Show ·

2025/11/25

⚠️ 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 accounts may still be at risk.In this critical interview, crypto tax attorney Clinton Donnelly speaks with

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00:09:36

Thinking of Renouncing Your Citizenship? WATCH THIS...

The Clinton Donnelly Show ·

2025/11/18

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 worldwide income• Why moving to Dubai or Portugal doesn’t remove your IRS obligations• The one legitimate tax

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00:34:10

Crypto’s Turning Point: Lark Davis on Trump,...

The Clinton Donnelly Show ·

2025/11/13

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’s most recognized crypto analysts, shares his personal tax journey, his thoughts on tokenization, and

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00:07:37

Crypto Tax Losses: Avoid These 3 IRS Red Flags

The Clinton Donnelly Show ·

2025/11/11

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” can lead to frivolous-return flags• The difference between a valid theft loss and a disallowed claim•

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00:08:34

Puerto Rican Act 60 Explained: How to Pay 0% Capital...

The Clinton Donnelly Show ·

2025/11/04

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 in audits (including your passport days)• Real example: Pantera Capital CEO under Senate investigation•

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00:06:04

IRS Weaponization Exposed: Hunter Biden, Roger Ver &...

The Clinton Donnelly Show ·

2025/10/28

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 States. He's represented hundreds of crypto traders facing IRS audits and investigations, giving him

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00:02:46

So You’re a Bitcoin HODLer… Here’s What the IRS...

The Clinton Donnelly Show ·

2025/10/21

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 for Bitcoin HODLers. He explains when borrowing can make sense, when it becomes risky, and why liquidation

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187 results

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