š While we no longer record the Q&A discussions during our Leadership Strategy Sessions, we continue to record the opening teaching. Enjoy a special preview of what I shared about navigating Octoberās math problem. If you want to see the complete teaching and take part in upcoming sessions, consider upgrading to join us live next month.
What makes October uniquely challenging isnāt a motivation problem ā itās a math problem.
When you line up your strategic projects against your teamās actual capacity, the numbers donāt work. Even at 100% capacity, even with perfect alignment, thereās still too much. As Iāve said on the personal productivity side, Iāll say on the team side:
You cannot put 14 units of work into a 10-unit bag.
When you have a math problem, you need to solve it with math.
Hereās how you can help your team protect what matters most:
Donāt get project locked. Just because you committed to something in May doesnāt mean itās still the highest-impact work in October. Ask: given where we are today, against our key results, what efforts make the most sense to prioritize now?
Give your team permission to release. Without explicit permission, teams keep working on what you asked for months ago, even when itās no longer the right priority.
Adjust your conversation cadence. You donāt have time for drift in October. More frequent check-ins arenāt micromanaging but instead create space to ask: āWhat have you driven forward? What do we need to reprioritize so you can stay focused?ā
This monthās Q&A also covered:
Strategic timing decisions: Evaluating tradeoffs between acting now versus waiting
The green line myth: Why we chase impossible perfect scenarios instead of working with reality
Leading through chaos: Presenting realistic visions to boards during organizational turbulence
Planning leadership transitions: Protecting team capacity while ensuring continuity
One thing I often do during these sessions is share frameworks Iām actively developing. This month, attendees got a sneak peek at new thinking around the green line myth and why we chase impossible perfect scenarios. (More on this in an upcoming post.)
Our next Leadership Strategy Session will be on Wednesday, November 5, 2025, at 11:00 a.m. PST, where weāll tackle Leading Through Compression ā how to stay responsive when you have three usable weeks and everything from Q3 is suddenly back on your desk.
Premium subscribers can watch the full opening teaching and access below šš½ all related resources shared during the call.