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Welcome to the Chainwise Insights Blog—your resource for navigating the complexities of wealth, tax, and financial strategy with clarity and confidence.

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Cryptocurrency hardware wallet for safety storage of digital money isolated

October 13, 2025

Digital Asset Custody 101: Guide to Self Custody, Wallet Options, and More

Let’s break down what “custody” really means, explore the pros and cons of different wallet types, and help you decide which approach makes sense for your situation. 
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bitcoin coin on dollar bill with buttons

September 19, 2025

Can a Wyoming LLC Help Crypto Investors Save Taxes?

Thinking of forming a Wyoming LLC for your crypto? Learn why it won’t cut your taxes, common myths, pitfalls, and smarter strategies for saving.
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Group of people holding smartphones, with one screen displaying a cryptocurrency trading app--featuring BTC and USD tabs, a fluctuating line chart, and a current value of $113.45--capturing the communal, mobile-first nature of crypto investing and real-time financial decision-making.

August 19, 2025

IRS Wallet-by-Wallet Cost Basis Rules: Why You Must Track All Crypto Transfers 

Learn why properly recording crypto asset transfers is essential under the IRS wallet-by-wallet cost basis rules, the risks of software “autofixes,” and the correct way to handle unknown deposits and withdrawals.
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Team meeting with drinks and notes.

July 8, 2025

Crypto Estate Planning: How to Protect and Transfer Your Digital Assets

Secure your crypto legacy with proper estate planning. Learn how to document, protect, and transfer your digital assets while minimizing tax exposure.
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Collaborative meeting with charts and notes.

July 2, 2025

The Benefits of Tax Loss Harvesting in Cryptocurrency Investing

Crypto tax loss harvesting is a smart move in any market, but it’s especially beneficial in the blockchain world.
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A woman with gray hair tied in a ponytail sits at a counter in a modern, well-lit space, reviewing a printed document while looking at a laptop screen. Dressed in a dark blazer, he’s surrounded by papers and a disposable coffee cup, suggesting a focused moment of financial review, tax prep, or business planning—where quiet concentration meets the rhythm of independent advisory work.

May 31, 2025

Year-Round Tax Planning Strategies for Crypto Investors 

If you're a crypto investor, chances are you've thought more about your wallet security than your tax strategy. But the truth is that crypto taxes can be just as complex and risky as the markets themselves.
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Professional man seated at a desk in a modern style office--surrounded by a laptop, scattered documents, capturing the tension and complexity of remote financial consulting, crypto troubleshooting, or high-stakes brand strategy.

May 23, 2025

Can You Claim Crypto Losses on Your Taxes? 

Can I claim my crypto losses on my taxes? The good news is that you can, under certain conditions.
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Young couple seated at a table surrounded by documents--The woman is pointing at papers with head in hand, and the man is holding his forehead in visible distress, capturing the emotional weight and complexity of financial planning, crypto tax prep or budget reconciliation in a personal setting.

May 7, 2025

Why a 0% Capital Gains Tax on U.S.-Based Crypto Projects Would Create More Tax Chaos, Not Less 

Eric Trump’s proposed 0% capital gains tax on U.S.-based cryptocurrencies may sound appealing, but it's deeply flawed. Learn why this policy could worsen crypto tax reporting and cost basis compliance for investors and tax professionals.
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Cryptocurrency coins--Bitcoin, Ethereum, Litecoin, Dash--placed atop a printed financial spreadsheet with rising numerical data, alongside a pen and smartphone, symbolizing the integration of digital assets into traditional investment tracking and portfolio analysis.

April 9, 2025

IRS Crypto Reporting: What’s New and What to Watch For in 2025

Cryptocurrency may be decentralized, but the IRS is anything but hands-off when it comes to taxing it.
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Young woman seated at a table in modern building with leafy, map-accented backdrop--holding a credit card while using a laptop, surrounded by a notebook, smartphone and eyeglasses, showcasing the reality of personal finance, crypto onboarding, or stablecoin-enabled digital transactions.

February 24, 2025

The Tax Implications of Different Crypto Transactions: Trading, Mining, and Staking

Explore the tax implications of trading, mining, and staking cryptocurrencies. Our technical guide breaks down complex scenarios for informed decision-making.
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Two individuals seated on a blue couch reviewing tax documents, surrounded by a notebook, a glass of water and a calculator--the woman is focused on calculations the man is rubbing his eyes in fatigue, capturing the emotional weight and cognitive effort of financial planning, budgeting, or crypto tax prep.

February 17, 2025

7 Crypto Tax Mistakes That Could Trigger an IRS Audit in 2025 

Avoid costly crypto tax mistakes that could trigger an IRS audit in 2025. Learn about Form 1099-DA, DeFi tax rules, and how to report crypto transactions correctly
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Two professionals seated at a sunlit table, one writing in a notebook while the other reviews

February 3, 2025

2025 Crypto Tax Guide: What You Need to Know to Avoid Trouble with the IRS 

This comprehensive crypto tax guide will help you understand the latest rules, avoid common pitfalls, and explore strategies to optimize your situation in 2025.
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