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Insights That Preserve Wealth & Reduce Taxes

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

Entrepreneurs

December 10, 2025

How Entrepreneurs Can Minimize Taxes When Scaling

Entrepreneur tax planning strategies that save money, optimize deductions, and support smarter growth for scaling businesses.

Wealth Preservation

November 26, 2025

Smart Estate Planning Moves Before Year-End

As the calendar winds down, most people think about holiday plans, not estate plans.

Crypto Taxation

October 26, 2025

Form 1099-DA Explained: What Crypto Investors Need to Know for the 2025 Tax Season

Learn what Form 1099-DA reports, how wallet-by-wallet cost-basis rules apply, and why crypto investors should avoid overreliance on software and untrained preparers.

Wealth Preservation

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.

Tax Planning

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.

Crypto Taxation

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.

Tax Planning

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.

Crypto Taxation

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.

Crypto Taxation

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.

Tax Planning

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.

Crypto Taxation

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.

Crypto Taxation

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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