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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

00:02:26

What Is the IRS FIFO Rule for Crypto Taxes in the...

The Clinton Donnelly Show ·

2025/08/28

What is FIFO in crypto taxes, and why does the IRS say it matters in 2025?FIFO means “First In, First Out.” When you sell crypto without specifically identifying which units you’re selling, the IRS assumes the first coins you bought are the first ones you sold.Starting with the 2025 tax year (filed in 2026), the IRS requires cost‑basis methods to be applied on a by‑account (wallet‑by‑wallet) basis. If you don’t (or can’t) provide a specific identification, then FIFO becomes the default inside that

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00:05:17

Is All Crypto Income Taxable? IRS Rules, Capital...

The Clinton Donnelly Show ·

2025/08/26

Is all crypto income taxable? The IRS doesn’t treat every crypto move the same. Selling, trading, mining, staking rewards, and airdrops are taxable. Wallet transfers, collateral staking, and borrowing against crypto are not. But here’s the catch: if a lender liquidates your collateral, the IRS counts it as a taxable sale.Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” explains the difference between taxable and non-taxable crypto activity, what really needs to be

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00:03:16

What Does Cynthia Lummis’ Crypto Tax Bill Really Mean...

The Clinton Donnelly Show ·

2025/08/21

Quick answer: It delays taxes until you sell your coins, but in many cases, you could end up paying more to the IRS, not less.👨‍⚖️ Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” explains why this bill matters and how it compares to current IRS rules for mining and staking. Using a $10K mining example, he shows the surprising difference between taxing coins at the moment you earn them versus when you eventually sell.💼 In this video, you’ll learn:- How the IRS

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00:04:48

Could Trump’s Tariff Plan Replace the IRS Income Tax? 🤔

The Clinton Donnelly Show ·

2025/08/19

Trump proposed that tariffs — collected through a Department of External Revenue — could reduce or even replace the IRS’s reliance on income taxes. In this video, Clinton Donnelly explains how tariffs might bring in $1 trillion per year, why the IRS still collects over $2.5 trillion from income taxes, and whether tariffs alone could realistically fund the U.S. government. Clinton Donnelly, founder of CryptoTaxAudit and known as the Crypto Tax Fixer, breaks down:• How tariffs compare to IRS income

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00:04:08

💵 $5M Citibank Account Closed After $1M Coinbase...

The Clinton Donnelly Show ·

2025/08/15

When Citibank closed a client’s $5 million account after a single Coinbase transfer, it showed the brutal reality of debanking. Donald Trump’s new executive order claims to protect political targets, but does it actually stop banks from shutting down crypto users?In this video, Clinton Donnelly explains:• What debanking is and how it happens• Why Trump’s order doesn’t fix FinCEN’s “high-risk” crypto rules• How global FATF guidance drives anti-crypto banking policies• Why cash laundering is still a

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00:04:13

1099-DA, MiCA & 2025: How New Rules Will Track Every...

The Clinton Donnelly Show ·

2025/08/12

2025 is a turning point for crypto taxation — and the reporting net is tightening. Under the EU MiCA rules and U.S. broker-dealer regulations, exchanges will start sending detailed transaction data, including wallet transfers, to tax authorities. By 2026, the IRS will receive 1099-DA forms for U.S. taxpayers, making it harder than ever to stay under the radar.In this video, Clinton Donnelly breaks down:- What new IRS & EU reporting rules mean for crypto traders- How blockchain graphing analysis

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00:08:14

Crypto Framework 2026 — Bo Hines, IRS, and the Fight...

The Clinton Donnelly Show ·

2025/08/05

Is this the Golden Age of Crypto?Executive Director of Digital Assets Bo Hines shares his policy recommendations to usher in a new era for digital assets — but what’s actually in the framework, and what does it mean for your taxes?In this video, Clinton Donnelly breaks down the newly released Crypto Framework 2026 and how it could reshape IRS oversight, wallet tracking, and staking rules by 2026.What you’ll learn:• Why the wash sale rule is “a tax on stupid” (Clinton’s words)• How staking, mining,

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00:37:23

Are Crypto Gains Tax-Free in Portugal for U.S....

The Clinton Donnelly Show ·

2025/07/29

Are crypto gains tax-free in Portugal for U.S. citizens? Not exactly. 🇺🇸🇵🇹In this video, international tax expert Clinton Donnelly explains how U.S. citizens are taxed on their cryptocurrency—even if they live in Portugal under the NHR regime.✅ Learn:- Whether Portugal taxes crypto gains under NHR- Why U.S. citizens still owe tax on global crypto income- How the IRS treats long-term vs. short-term crypto gains- Real examples of how to report crypto sales from Portugal- The truth behind

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00:09:28

IRS 1099-DA Starts in 2026: How They’ll Track Your...

The Clinton Donnelly Show ·

2025/07/15

The IRS is launching 1099-DA forms starting January 2026, and they’re about to change how crypto is reported in the U.S.In this must-watch video, Clinton Donnelly breaks down what the 1099-DA is, how it exposes your wallet addresses, and why failing to act could land you on the IRS’s audit radar. Whether you’re a casual investor or a DeFi power user, you need to understand what’s coming.What you'll learn:- What the IRS 1099-DA form includes (and what it leaves out)- Why your wallet transfers are

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00:06:02

6 Crypto Tax Proposals You Need to Know 2025 (Senator...

The Clinton Donnelly Show ·

2025/07/10

Senator Cynthia Lummis just dropped a major crypto tax proposal, which could shake up how the IRS handles staking, lending, tax loss harvesting, and small DeFi transactions.The Digital Asset Tax Fairness Act isn’t law yet, but if passed, it would introduce 6 new rules that every crypto investor needs to understand. Clinton from DROPS breaks down what’s smart in the bill… and what makes zero sense.Key Proposals Covered in This Video:• How staking & mining rewards would be taxed only when sold•

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00:03:24

Living in Portugal? What US Citizens Must Know About...

The Clinton Donnelly Show ·

2025/07/08

:🛡️ Need help with your 2025 U.S. crypto tax return?Get expert support and audit defense at CryptoTaxAudit.com🇵🇹 Living in Portugal with crypto?Talk to Thomas Maas, a trusted Portuguese tax advisor with deep crypto expertise.🎧 In this episode, Clinton Donnelly of CryptoTaxAudit breaks down what U.S. expats in Portugal need to know about crypto taxes — including IRS reporting, the NHR regime, and why ignoring your U.S. obligations could be costly.👉 You’ll learn:Why U.S. expats must report global

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00:55:51

What’s Going on with the IRS? IRSMedic’s Anthony...

The Clinton Donnelly Show ·

2025/07/01

Tax attorney Anthony Parent (aka IRSMedic) joins Clinton Donnelly for a bold and revealing conversation about the IRS, international tax injustice, and why crypto holders should be on high alert.From FBAR penalties to the abusive power of the tax system, this episode is a deep dive into the mechanics of financial control—and how to fight back.🔥 In this episode:- Why Anthony compares the IRS to an abusive spouse- The shocking truth behind the U.S. income tax system- How the government uses foreign

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00:06:45

What Is An IRS CP2000 Crypto Letter? Here’s What It...

The Clinton Donnelly Show ·

2025/07/01

Are you worried about a CP2000 letter for your crypto trades? Starting in 2026, the IRS will receive detailed 1099-DA reports from exchanges — and they’re likely to trigger thousands of CP2000 notices. These reports often show gross proceeds with no cost basis, making it look like you made massive gains even when you didn’t. Clinton Donnelly explains what to expect — and how to protect yourself.📉 If you don’t respond correctly, you could be taxed on phantom gains. Clinton Donnelly, a leading crypto

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00:02:53

New IRS Form 1099-DA in 2026: What Every Crypto...

The Clinton Donnelly Show ·

2025/06/24

😱 WTF is 1099-DA? This NEW crypto tax form drops in January 2026—and if you miss it, you will get a nastygram from the IRS. Here’s what it means, how it compares to 1099-K & 1099-B, and why your next Coinbase report could trigger an audit.🎯 In this video:- What is IRS Form 1099-DA- Key differences from 1099-B, 1099-K & consolidated 1099s- What happens if you ignore one of these forms- Why missing one box could cost you thousands in tax penalties- How to audit-proof your crypto reports

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00:04:02

Can the IRS Just Take Your Coinbase Info Like That?...

The Clinton Donnelly Show ·

2025/06/18

😱 Is your crypto data safe from the IRS? A Supreme Court case might flip the rules. If you've ever received IRS Letter 6174-A… this affects YOU.In this video, you'll learn:- What the Harper v. IRS case is really about- How John Doe summons pulls your Coinbase data- Why Letter 6174-A might violate your Fourth Amendment rights- What this case means if you’ve traded crypto from 2016–2024-Why the IRS is sending 10,000 letters a month in 2025⏱️ Timestamps:00:00 – Is the IRS violating your rights with

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00:05:38

What Is IRS Letter 6174-A? Crypto Tax Warning...

The Clinton Donnelly Show ·

2025/06/18

The IRS is watching — and 6174-A is their first move.If you trade crypto and got this letter (or fear one’s coming), you need to understand what it really says — and what the IRS isn’t telling you. In this episode, Clinton Donnelly breaks down:🔍 What You’ll Learn:The true purpose behind IRS Letter 6174-A (hint: scare tactics)- Why calling the number on the letter is a trap- What this letter reveals about your Coinbase/Binance history- Which tax years the IRS can still audit — and which are already

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00:03:56

DeFi Traders Beware: The IRS Just Crossed a Line 👀🇺🇸...

The Clinton Donnelly Show ·

2025/06/17

The IRS isn’t just going after Coinbase and Kraken anymore. DeFi protocols like Uniswap are now in the crosshairs — and the new 1099-DA broker-dealer rules could reshape crypto forever.In this episode, we break down:What Form 1099-DA is — and when it goes liveWhy Coinbase, Kraken, Uphold & Robinhood must complyThe controversial DeFi broker rule dropped in Dec 2024How Uniswap could be forced to KYC its usersLegal and political pushback brewing in 2025📢 If you're using DeFi, this could

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00:03:12

The Greatest Misconception US Crypto Traders Have...

The Clinton Donnelly Show ·

2025/06/10

What is the greatest misconception US crypto traders have?That you’re only taxed when you cash out to fiat. That’s just wrong.In this video, we break down one of the most misunderstood crypto tax rules in the U.S.:➡️ Every crypto swap, exchange, or stablecoin trade can be a taxable event➡️ The IRS doesn’t care if you cashed out — they care if you gave up ownership➡️ Staking and airdrops are considered income on the day you receive them➡️ Selling junk coins before year-end can save you

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00:03:46

Think the IRS Doesn’t Know About Your Binance Trades?...

The Clinton Donnelly Show ·

2025/06/03

The IRS Has Your Binance Data — Here's What That Means for U.S. Crypto TradersIf you traded on Binance International, you might think the IRS doesn’t know. But they do now. Following a major settlement with Binance, the IRS has gained access to a treasure trove of account data — and they're connecting the dots fast.🚨 In this video, Clinton explains:How the IRS links anonymous Binance accounts to U.S. taxpayersWhy your wallet-to-Coinbase or wallet-to-Kraken transfers might expose youWhat kinds of

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00:02:13

Have You Reported Your Non-US Crypto Trades? Most Don’t…

The Clinton Donnelly Show ·

2025/05/27

A lot of crypto traders think they’re in the clear if they’re using foreign exchanges like Binance International, KuCoin, MEXC, Bitget, or OKX.Here’s the truth:✅ As a U.S. taxpayer, you’re taxed on your worldwide income🚫 These exchanges don’t issue 1099s — but you’re still legally required to report💸 Capital gains, staking rewards, airdrops — all taxable🔍 The IRS may not know right now, but an audit will uncover the gaps📄 Missing wallets or trades can raise red flags FASTIn this video, we break

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178 results

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