Leadership Strategy Sessions

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.

Whether you're handling a team rebuild, strategy execution challenges, or leading through constant change, these sessions provide the practical support you need to lead with clarity and confidence.

Join Us At An Upcoming Event

What We'll Be Talking About This Fall

September: Resetting the Pace for the Push Ahead

Kids are back in school, summer hours end, your team is back, and everyone's feeling the urgency to make the back half count. We'll explore rebalancing speed with sustainability and prioritizing what actually needs to be finished this year while letting the rest go.

October: Protecting What Matters Most

October is peak execution season with post-summer clarity but also overload. Everyone wants one last big push and everything feels important. This session focuses on protecting your team's focus, saying no to late-breaking projects, and preventing burnout creep while momentum is rising.

Previous Leadership Strategy Sessions

2025 Event Recordings

2024 Event Recordings


The Leadership Strategy Sessions are part of a premium subscription to Productive Flourishing.

If you’re not a premium (paid) subscriber yet, I encourage you to upgrade your subscription and join us for the next one.

Looking for focused support on your own projects or creative work? Our Monthly Momentum Calls (MMCs) offer a supportive space to help you gain clarity, overcome challenges, and keep momentum on what matters most—whether you’re working solo or growing a business. [Learn more here]

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April 2025: Important Update About LSS Recordings: After thoughtful consideration, we've decided to make our Leadership Strategy Sessions non-recorded moving forward. We've observed that some of our most valuable conversations happen when participants feel free to discuss sensitive leadership challenges. Creating a confidential space where leaders can speak openly about complex situations will allow for deeper, more authentic conversations that benefit everyone. Moving forward we will only record the early thought starter or lesson and these will be available only to paid subscribers.