One easy option, that Nords and jcollinsnh have both recommended, is to use a Donor-Advised-Fund.
Another "benefit" that I absolutely love is anonymity. When you set up the grant to go from Fidelity to the charity, you have the option of identifying yourself or being "an anonymous donor". This keeps you off the solicitation lists and helps minimize the junk mail & phone calls.
Here's the verbiage that I use on Fidelity's site with the royalties I earn from The Military Guide book sales:
"In honor of the contributors to the book 'The Military Guide to Financial Independence and Retirement'.
Please use this contribution where it's needed most.
See The-Military-Guide.com or e-mail NordsNords@Gmail.com."
The charities can still track me down if they care to invest the time and effort, but they don't. Better yet, the buyers of their lists don't have my contact information.
You can do both! If you establish a private foundation, you can then meet your 5% annual disbursement requirement by donating your donation to a DAF. In this case, the foundation is just an intermediate holding tank. (You only get the tax deduction once, of course.) I'm less clear on whether your DAF can donate to your private foundation.
I am still learning about this world, and considering my options. Does anybody here have experience with establishing or using DAFs or private foundations?
We've looked into setting up our own 501(c)3, but it's more work than we care to tackle.
The DAFs will generally avoid doing extra work too. If you set up a 501(c)3 you can still ask your DAF to send grants to your 501(c)3-- but they'll probably balk at the administrative overhead of reviewing and approving each individual grant. (And complying with IRS requirements for tracking & auditing.) DAFs also decline to accept royalties from authors. This is a pain because I have to cash the royalty check, pay income taxes, and then move the funds to the DAF. Maybe someday the IRS rules will change, but until then the (itemized) tax deduction is probably a wash.
A royalty alternative would be for me to ask my publisher to donate all of my royalties to a specific charity, but they balk at the extra work too. (Someday I'll research whether Amazon will do this for Kindle Direct Publishing.) And if a charity goes through a bad patch of adverse publicity (Wounded Warrior Project) or even illegal behavior, then it might be hard to persuade the publisher to change the donation.
It boils down to what you want to support and how you want to spend your time. In my case, my spouse and I are more inclined to support a college scholarship fund. That can easily be done by giving an endowment to a local high school or community organization or to a college endowment office. A $1000 annual scholarship can be established with as little as $20K and still meet the 5%/year requirement. Another alternative would be setting up a 501(c)3 through probate and putting a family member on the payroll to administer the fund... but if I found out that I was the beneficiary administrator of some generous deceased donor, I would not be very happy about it.
Don't the administrative fees make this a rather suboptimal allocation? Vanguard Charitable charges about 0.5% on the first million. OP didn't hint at the sums involved, but for a $1m endowment that's a whole $5k per year that could be going to a real charitable cause instead of suburban bean counters in Pennsylvania.
The only real advantages I can see are:
1) Creating a lasting legacy that will survive you
2) Taking massive deductions in your prime earning years
Now you could improve this a little by pooling donors into one fund and get better fees, but then you need to all agree on governance.
Yes, there are expense ratios and even money-market fees. In my case (with the royalties) I make the donation and then immediately request the grant. The balance of the DAF is effectively zero, the distribution rate is 100%/year, and I'm never charged a fee.
As Sol has pointed out, taking a tax deduction in one year probably saves more than the money you spend at the DAF to administer the fund. You'd probably spend more money (accounting, tax returns) and time on administering your own fund, so the DAF is still "cheaper" there too.