Leadership Strategy Sessions

Join Us On Our Next Call:
Wednesday, November 5, 2025 11:00am PST (Zoom details coming soon)

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

• Wednesday, November 5, 2025, 11:00 a.m. PST (details coming soon)

• Wednesday, December 3, 2025, 11:00 a.m. PST (details coming soon)

What We’ll Be Talking About As We Close Out the Year

November: Leading Through Compression

November compresses everything: time, energy, and attention. You get three usable weeks and everything that didn’t get done in Q3 suddenly returns. This session is about staying responsive without losing the plot, helping your team navigate mixed signals between “slow down for the holidays” and “get it all done,” and choosing what to finish, shelve, or seed for next year.

December: Closing with Integrity, Not Exhaustion

By December, the emotional and operational fatigue is real. Some teams coast, others panic, many just collapse. This session is about closing the year in a way you’re proud of with alignment, spaciousness, and clarity. We’ll explore ending without overstretching, creating rituals of completion and learning, and setting conditions now that make January less chaotic.

Previous Leadership Strategy Sessions

2025 Event Recordings

• INSIGHTS: October Leadership Strategy Session — When You Have a Math Problem, Solve It With Math 🎥

• INSIGHTS: September Leadership Strategy Session — When You’re Ready to Sprint But Your Team Needs to Reorient 🎥

• INSIGHTS: August Leadership Strategy Session — Reboarding Without the Whiplash 🎥

• INSIGHTS: July Leadership Strategy Session — Leading When Calendar Time Breaks 🎥

• INSIGHTS: June Leadership Strategy Session — Turning Disruption Into Strategic Insight 🎥

• INSIGHTS: May Leadership Strategy Session — What's Your Team's Summer OpTempo? 🎥

• INSIGHTS: April Leadership Strategy Session — Shifting Identity: Manager Mode vs. Executive Mode 🎥¹

• REPLAY: March Leadership Strategy Session — Understanding the Drift Arc: March Call Highlights & Video Preview 🎥

• REPLAY: February Leadership Strategy Session — Using Subtraction to Add to Your Team’s Capacity: February Call Highlights & Video Preview 🎥

• REPLAY: January Leadership Strategy Session — How Readiness Shapes Team Execution: January Call Highlights & Video Preview 🎥

2024 Event Recordings

• REPLAY: December 2024 Leadership Strategy Session — Leading Through Reflection: December Call Highlights & Video Preview 🎥

• REPLAY: November 2024 Leadership Strategy Session — From Ownership to Alignment: November Call Highlights & Video Preview 🎥

• REPLAY: September 4, 2024, BTH Office Hours — Aligning for Year-End Success: September Call Insights & Video Preview 🎥

• REPLAY: August 7, 2024 BTH Office Hours — Leaders can never over-index on communication

• REPLAY: July 10, 2024 BTH Office Hours — Make the obvious explicit to avoid team friction

• REPLAY: June 5, 2024 BTH Office Hours — Levels of work engagement shift during the summer months — shift your (and your team's) expectations accordingly

• REPLAY: May 1, 2024 BTH Office Hours — A member update and a continued conversation around shifting from "Manager Mode" into "Executive Mode"

• REPLAY: April 3, 2024 BTH Office Hours — Where we talked about the difference between manager and executive modes and how knowing the difference can help everyone perform more effectively

• REPLAY: March 13, 2024 BTH Office Hours — A "crossover" event with the Productive Flourishing community where we talked about the potential impact of AI, aligning for happiness, and more

• REPLAY: February 14, 2024 BTH Office Hours — Where we talked about the leader within. How are you showing up as a leader?

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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]

1. 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.