If I sat down to write a Letter of Wishes today, what would I be afraid to actually write?

The hardest parts of the Letter of Wishes to write are usually the parts that actually matter. The fear that you've been a worse parent than you wanted to be. The acknowledgment that the business cost the family things you can't get back. The honest hope that your kids will become something different from you. Kris Kluver, in The Dysfunctional Family Office, asks founders to notice what they freeze on. The freezing is the signal. Whatever you couldn't bring yourself to write down is usually the thing your family most needs to hear from you, in your own words, while you're still alive to talk about it. The discomfort isn't a reason to stop. It's the marker that you're finally doing the work.