Donor-advised funds, or DAFs, have exploded in popularity among wealthy households, with over $230 billion in assets parked in these charitable accounts as of 2025. But nearly all the tax benefits flow to the top 5 percent, while middle class donors write checks directly to charities and miss out on the deduction timing, the investment growth, and the estate planning advantages. Lucas and Luna unpack how DAFs actually work, why Fidelity Charitable holds more than $50 billion alone, and what it means for economic mobility when the giving infrastructure itself reinforces inequality. They also debate whether the proposed regulations to force faster payout rates would close the gap or just annoy the rich. Specific, concrete, and quietly infuriating for anyone who has ever itemized deductions.