Fund a CRT with highly-appreciated assets — the trust can sell them without triggering capital-gains tax, giving you more working principal to produce income. You also get a partial income-tax deduction up front for the present value of the charity's remainder interest.
Glossary · trusts
Charitable Remainder Trust
Acronym: CRT
In plain English
A trust that pays you (or another non-charitable beneficiary) income for a term of years or life, with whatever's left going to charity.