On Being Planful

Two situations happened recently that reminded me how much I value—and rely on—planning. Both experiences revolved around personalities and preparation.

First, I was working on an application for a program I’m personally participating in. A gentleman who had already been through the process generously walked me through it. He shared insights I never would have discovered on my own: important timelines, the unspoken “gotchas,” who to contact, and what to anticipate. His guidance illuminated blind spots I didn’t even know I had.

Second, I was serving as the emcee for a fundraising event. I wasn’t sure how the flow of the evening would go, but to my surprise (and relief), the organizers had already mapped out every detail on a sheet for me—complete with transitions, cues, and contingency notes. I felt completely supported and ready to deliver. (And we had a blast!)

In both situations, those offering help didn’t know that I’m someone who thrives on being prepared. Having structure and foresight isn’t just nice for m, it’s essential and imperative. It’s how I do my best work.

These moments reminded me that while some people can “wing it,” (and I can too, when called upon) others—like me— often find strength in being planful. And perhaps more importantly, that thoughtful planning can be a powerful act of kindness. You may not know someone’s preferences or personality type, but when you go the extra mile to think ahead and communicate clearly, you create a safety net for others to succeed.

The lesson? Whether you're leading, supporting, or just showing up—plan as if someone else needs it, because they just might.