If you’ve ever wanted to give a bigger gift to a charity but felt stuck with the same old “write a check” playbook, this conversation opens a door most donors and nonprofits don’t even realize exists. We sit down with Matt Hayes, cofounder of EnGiven, to unpack how complex giving actually works and why the next wave of generosity is coming from appreciated assets, not spare cash.

Matt explains how EnGiven partners with 501(c)(3) nonprofits to help them accept cryptocurrency donations and stock donations through simple, branded online widgets. We talk about what happens after a donor clicks donate: how transfers work, why nonprofits typically want to liquidate speculative assets, and how a platform can handle donor support, receipting, and transparency so charities can focus on relationships instead of paperwork. We also break down donor-advised funds (DAFs) in plain English, including why donors use them for tax planning and how DAF-style workflows can make gift acceptance easier for nonprofits.

Attorney Justice Mullen helps connect the dots to charitable planning and estate planning. We dig into why donating appreciated stock, crypto, or real estate can be so powerful, especially when capital gains tax would otherwise take a bite out of the value. We also touch on larger strategies that may come up alongside giving, including 1031 exchanges and charitable trust options designed to align generosity with long-term income and legacy goals.

If you’re a donor, a nonprofit leader, or someone thinking about legacy protection, listen through to the end and share this with a charity you care about. Subscribe, leave a review, and tell us: what kind of asset would you consider donating if the process were truly simple?