Charitable Giving & Nonprofit Structures
“Can we endow a scholarship fund using yield generated from stablecoins?”
Last Updated: January 27, 2026Funding Scholarships With Stablecoin Yield (And Why Most People Do It Wrong) Traditional scholarship endowments invest in stocks and bonds, generate 4% to 6% annually if they’re lucky, and distribute from that yield. The principal stays intact. Stablecoin yield can...
“What is the most tax-efficient way to donate appreciated crypto to our family foundation?”
Last Updated: January 27, 2026The Tax Math on Donating Crypto to Your Family Foundation Your Bitcoin went from $10,000 to $100,000. You want to fund your family foundation. The wrong move costs you $20,000 or more in unnecessary taxes. The right move costs you...
“How do we handle the ‘qualified appraisal’ requirements for donating NFTs or illiquid tokens over $5,000?”
Last Updated: January 27, 2026The Appraisal Rule That Kills NFT Donation Deductions You donated an NFT worth $50,000 to a qualified charity. You took the tax deduction. The IRS just disallowed the entire thing. Not because the donation wasn’t real. Not because the charity...
“Can you set up a Donor Advised Fund (DAF) that accepts direct crypto contributions?”
Last Updated: January 27, 2026Crypto Donations and DAFs: Structuring Charitable Giving for Serious Wealth When you’re sitting on meaningful wealth, charitable giving stops being about writing a check at the end of the year. It becomes part of your tax strategy, your legacy planning,...
How do charitable remainder trusts work with crypto, and why can’t crypto be held directly in some trusts?
Last Updated: January 27, 2026Why Your Charitable Remainder Trust Can’t Hold Crypto Directly (And What To Do About It) Charitable remainder trusts are one of those structures that sound complicated but solve a real problem. You have an asset that’s appreciated significantly. You want...
What nonprofit structure options exist for digital assets (501c3 charities, 501c8 associations, private foundations, donor-advised funds)?
Last Updated: January 27, 2026Nonprofit Structures That Actually Work With Digital Assets If you’re sitting on appreciated crypto and want to do something charitable with it, the structure you pick determines how much you keep and how much gets eaten by taxes. Most people...
What strategies do you recommend for charitable giving or setting up foundations using appreciated digital assets to minimize taxes?
Last Updated: January 27, 2026Charitable Giving with Digital Assets: Why Structure Matters More Than the Gift Itself If you’re sitting on appreciated crypto or other digital assets and want to give to charity, you’re probably thinking about the tax hit. Smart. Because the way...