I got teary over a tomato


Hey Reader,

When I left my last organization, a teammate handed me a stuffed tomato. I laughed, and then I got a little teary.

At that org, a tomato emoji next to your name in Slack meant heads-down, please don't interrupt. No explanation required. No guilt.

It started after a workshop with Emily Parks from Organize for Success, who taught us about the Pomodoro method. The use of the tomato was inspired by the name... but the decision around adopting an emoji didn't really all come from the technique. It came from a few of us finally saying out loud that the work was demanding, the calendar was full, and none of us could find a quiet stretch to think.


Once we named it, the fix was almost silly. A tomato emoji. 🍅

Here's what I keep coming back to.

The hard part is rarely the solution. The hard part is saying the true thing out loud. Strategic plans stall the same way. Nobody stopped working hard. Nothing was ever built to protect the plan from the flood of everything else.


One hour before event season

Fall walks, galas, and the year-end sprint are the most crowded stretch your calendar sees all year. So before your next event committee meeting, block one hour with your leadership team and run it against this agenda: The Fall Planning Hour . Three priorities, each with an owner and a first step, before the sand pours in.


The thing I promised to tell you about

Last month I mentioned I was building something for leaders thinking about their own someday exit. It's ready.

The Legacy Leadership Transfer fills a gap I ran into myself: a succession plan answers who comes next. Nobody hands the departing leader a roadmap for how she actually leaves. This is that roadmap, built on my TORCH Framework and paced for a leader still running her organization full-time.

Doors open in September. Founding cohort pricing is $497 for the first 20 enrollments, then $697.

If this is your season, the waitlist is here. You'll hear from me first when the doors open. And if leaving is nowhere on your horizon, you probably know a leader who needs this. Send it their way.


Before I Go

It's my birthday month. Year 40 is in the books, and it was a good one. Earlier this year, my husband and I made a commitment: our kids will see more of the world than our little corner of it. Experiences over things, whenever we can manage it. So we closed out the summer in Italy and Spain. Our first European soccer match (Vamos a Valencia!), gelato every single day of an Italian heat wave, and checking Capri and the Blue Grottos from my bucket list, which did not disappoint. I hope your adventures, whether local or far, brought you a sense of wonder this summer!

Talk soon,
Heather

P.S. The Legacy Leadership Transfer waitlist is open if the timing's right for you.

Heather Hooper

Heather Hooper Consulting, LLC

I work with nonprofit Executive Directors on two things nobody hands you a playbook for: making the strategy actually move, and leaving without breaking what you built. Twenty years in the sector, including time as an ED. One piece a month, from the work.

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