Early and often. When was the last time that the head of your organization communicated with your constituents? Not long ago, I hope. Yet that’s rarely the case. For all the work that’s required to run your typical nonprofit, sending out an update to 10,000 of her or his closest friends – your donors, prospects and clients – is probably not #1 on the list. That’s okay. Make it easy and write the letter (or have Matt write the letter) yourself. Regular communication with donors is a major problem for most nonprofits. Don’t let it be yours.