Productive Flourishing

Productive Flourishing

Join us for our next Leadership Strategy Session on June 3, 2026, 11am PDT

June's Focus: Leading Through a Tending Season

Charlie Gilkey's avatar
Maghan Haggerty's avatar
Charlie Gilkey and Maghan Haggerty
May 22, 2026
∙ Paid

To be a leader means managing constant complexity. Shifting priorities, team dynamics, capacity challenges, and the pressure to execute while everything keeps changing.

Our Leadership Strategy Sessions are supportive, no-fluff monthly virtual meetings for leaders navigating the real challenges of modern team life.

Each session blends practical guidance, coaching, and peer Q&A. We tackle what’s most timely and relevant, from clarifying team roles and managing capacity to leading through change and building trust.

You don’t need to prep. You just need to show up as you are, with whatever’s on your plate. These sessions are designed to meet you where you are.


June’s Focus: Leading Through a Tending Season

For most teams, June marks the beginning of a slower stretch. Not a stopping point, but a season where the work shifts: maintaining progress, holding focus through looser structures, and keeping what matters moving without the natural momentum that higher-energy seasons provide. That’s a different kind of leadership challenge, and one that’s easy to underestimate.

When the pace slows and structures loosen, teams drift unless someone is paying attention. Work that felt clear in April gets muddier. People fill the space with whatever surfaces rather than what matters. And leaders who keep applying building-season pressure to a team that isn’t resourced for it create a different kind of problem: one that shows up in September, not June.

The leaders who come out of summer with their teams intact are the ones who took this season seriously on its own terms. That means knowing which parts of your team are genuinely in tending mode and which have more to give, protecting the work worth protecting, and leading in a way that sets up a strong return rather than just surviving the months in between.

We’ll explore themes like:

  • What deliberate leadership looks like when energy is lower and structure is looser

  • How to hold your team’s focus without imposing pressure the season can’t support

  • Distinguishing between what needs to be maintained and what can genuinely flex

  • What you’re building toward, and how to lead now in a way that sets up what comes next

June rewards the leaders who take a tending season seriously. That’s what we’re working on.

Bring questions about: Keeping the right work moving when energy is uneven, how to hold team focus without over-managing, what to protect and what to genuinely let flex, and how to lead through summer in a way that sets your team up well for the return.


These monthly calls are part of a paid/premium subscription to Productive Flourishing. 

If you’re not a premium subscriber yet, I encourage you to upgrade your subscription and join us Wednesday, June 3, 2026, at 11:00 a.m. PDT.

Paid subscribers, here’s what you need to know to join the call:

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