The Clinton Donnelly Show
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.
Episodes
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 invasion crypto scenarios and why “a ...
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 break down exactly what the 1099-DA ...
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 you can’t ever take Bitcoin “in kind...
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 crypto trades and exchanges to the IRS?...
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 can recycle information, but cannot ...
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 for crypto investors, and whether 0%...
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 and who gets denied - Options if you o...
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 means for traders:- Which exchanges wil...
What happens to your crypto when you die? The IRS has strict rules on inheritance, estate taxes, and the powerful step-up basis that can save heirs from massive capital gains.Clinton Donnelly, founder of CryptoTaxAudit and known as the “Crypto Tax Fixer,” breaks down how the $15 million lifetime exemption, the 40% estate tax rate, and the step-up basis apply to crypto holders in 2025.💼 What you’ll learn in this video:• How the new...
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...
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...
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 y...
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...
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 ...
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 repor...
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 sal...
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...
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 ...
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...
:
🛡️ 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. o...
Popular Podcasts
It’s 1996 in rural North Carolina, and an oddball crew makes history when they pull off America’s third largest cash heist. But it’s all downhill from there. Join host Johnny Knoxville as he unspools a wild and woolly tale about a group of regular ‘ol folks who risked it all for a chance at a better life. CrimeLess: Hillbilly Heist answers the question: what would you do with 17.3 million dollars? The answer includes diamond rings, mansions, velvet Elvis paintings, plus a run for the border, murder-for-hire-plots, and FBI busts.
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.
The official podcast of comedian Joe Rogan.