When the stakes are high, misalignment is expensive.
We partner with executive leaders and their teams to align leadership, strategy, and culture—so growth becomes inevitable.
What We Do
We align your leadership team, distill your strategy, and build the culture to sustain it—so execution speeds up and growth sticks.
The Cost of Misalignment
Why Leaders Call Us
How We Help
Executive Experiences
When the stakes are high — new CEO, merger, board pressure, stalled strategy — alignment can’t wait. That’s where we start.
Used when: the leadership team needs clarity fast and decisions that stick.
You get: diagnostics to surface cracks, expert facilitation to guide the hard conversations, and decision frameworks that turn hours into outcomes.
Outcome: Alignment on what matters most, momentum carried forward.
Strategy Acceleration
Great strategy isn’t just a deck — it’s a daily operating system. We help you focus your vision and strategy, whether it be for the next 3 years or the 90-day sprint that makes it real.
Used when: you need clarity on direction or momentum for stalled progress.
You get: strategy design workshops, one-page strategy every leader can explain, decision rights mapped clearly, and 90-day sprint plans to embed execution.
Outcome: A strategy that drives daily decisions and keeps momentum long past the kickoff.
Executive & Team Coaching
Alignment and strategy only hold if leaders keep growing and teams keep trusting. Coaching is where we sustain it.
Used when: executives need sharper self-awareness, trust is fragile, or leadership needs to adapt through change.
You get: 1:1 executive coaching, team coaching, and designed journeys — offsites followed by a cadence of reinforcement.
Outcome: Leaders who model courage and candor, teams who debate openly and leave united, and an organization where growth becomes self-sustaining.
Leaders from these companies trust us
First-hand proof of the results: faster decisions, clearer strategy, stronger culture, and teams that actually execute.
Dr. Hillman and The October Group came in and equipped us with the skills that allowed us to grow as an organization, provided us with a very helpful strategy, and overall exceeded our expectations.
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If you’re a young leader trying to figure out how to grow that conversation of leadership in your team and trying to scale your business beyond what your wildest imaginations could be, The October Group will put that in perspective for you.
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Meet the team
At The October Group, our team is more than consultants — we’re thought partners, coaches, facilitators, and strategists who know what it takes to lead when the stakes are highest.
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1. Take the Executive Alignment Diagnostic
Uncover where your leadership team is aligned—and where cracks are forming.
2. Book Your Consultation
Sit down with our team to unpack your results, spotlight your biggest risks, and identify the fastest path forward.
3. Align & Execute
Turn alignment into action. With your team united, your strategy distilled, and your culture working for you (not against you), execution finally accelerates—and results stick.
Your Questions, Answered
From time constraints to ROI worries, we’ve heard every hesitation. Here’s why leaders ultimately say this work was the highest-ROI investment they made.
That’s exactly why this work matters. Most CEOs tell us they’re overwhelmed by meetings, déjà vu discussions, and decisions that go in circles. Investing a few hours now saves you months of wasted time later. Our process is built to streamline, not add — you’ll leave with clarity that accelerates execution and reduces rework.
It’s a fair question. Many executives have experienced fluffy workshops that didn’t move the needle. That’s not what we do. Every engagement is tied to measurable outcomes: decision speed, execution follow-through, and cultural trust. Leaders often describe our process as the “highest ROI work” they’ve done — because alignment reduces costly missteps and accelerates growth.
Internal programs are valuable, but here’s the challenge: you can’t read the label from inside the jar. As insiders, your team carries the same blind spots and politics. We bring neutrality, candor, and structure that internal resources simply can’t. Our role is not to replace your programs but to unlock what they can’t surface.
We hear this often, especially from seasoned executives. The truth: every top performer has a coach — from elite athletes to Fortune 500 CEOs. Working with us signals strength, not weakness. It shows your board, your team, and your investors that you’re committed to growth, to better decisions, and to leading with courage.
Unfortunately, many leaders have sat through poorly facilitated offsites or unfocused coaching. We’ve rebuilt our approach specifically to avoid that. No vague action items, no empty theory. We cut straight to the hard conversations, leave you with a clear one-page strategy, and embed follow-through so momentum doesn’t stall.
Our process is designed for impact without drag. The diagnostic takes under 30 minutes. Consults are focused and confidential. Offsites are structured to create clarity in days, not quarters. The alternative — losing quarters to drift, attrition, or board pressure — is far costlier than the upfront investment.
That’s exactly the point of having us in the room. Left alone, many teams default to polite agreement and avoid conflict. We’re trained to surface hidden issues in a way that builds trust instead of eroding it. Often, the conversation leaders fear most is the one that finally unlocks alignment.
This isn’t therapy. It’s hard-edged work on strategy, execution, and team performance. Culture and leadership aren’t side projects — they’re the multipliers that determine whether your strategy succeeds. We work in high-stakes environments where results matter, and we tie everything back to growth and execution.
We don’t just run an offsite and leave. We integrate alignment, strategy, leadership, and culture into one system — so your execution actually sticks. Our team brings cross-sector expertise (corporate, government, academia) plus deep coaching and facilitation experience. Clients choose us because we tell the truth in the room, even when it’s uncomfortable, and because we stay until alignment turns into action.
Insights for Leaders
Articles, tools, and perspectives from TOG consultants on leadership, alignment, and growth.
