Build organizations that do more, with less.

I work with founders and senior tech leaders to master the disciplines of High-Leverage Leadership — doing more with smaller, sharper teams.

A Leadership System for the Leverage Era

AI and automation have changed the equation. Small, high-leverage teams can now produce what once required entire departments.

But technology alone doesn’t create leverage — leadership does. Multiplying impact through clarity, culture, and focus is what keeps speed from turning into chaos.

Diagram illustrating how a small team leverages leadership, tools, and systems to create a big impact, with emphasis on clarity, culture, focus, and leverage.

Leaders create leverage — not layers.

High-Leverage Leadership is a team and individual coaching engagement for founders and senior tech leaders leading small, high-performing organizations, and want to keep it that way, even as revenue and customers multiply.

Through focused coaching sessions and practical frameworks, it helps leaders and their teams strengthen the three disciplines of clarity, culture, and focus — the true multipliers of impact in an AI-driven world.

The result: organizations that move faster with less friction, make sharper decisions, and stay aligned and human even as complexity increases.

Crystal Clear Direction

Everyone knows the mission, the metrics, and the plan. No more fog, guessing, or side quests. Clarity creates speed.

Culture That Clicks

A team that’s aligned, engaged, and moving in the same direction. Values are lived, not laminated. Culture accelerates execution.

Focused Work That Matters

Energy and attention go toward high-leverage work — not noise. Leaders and teams operate with intentional focus, rhythm, and strategic discipline.

Investment & Commitment

Organizational engagements are structured as quarterly retainers, typically ranging from $15K–$40K depending on team size and scope. This includes team coaching sessions, leadership workshops, and ongoing support between sessions. I work with a limited number of organizations at a time to ensure depth and impact.

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Close-up of a compass pointing towards the word 'STRATEGY' on a circular dial.

A Thought Partner for Founders

At a certain point, the company starts growing faster than you can. The pressure builds, the decisions multiply, and everyone looks to you for answers.

This is where a strategic partner makes the difference — someone who helps you think clearly, decide faster, and lead with conviction. It’s a confidential, high-context engagement for founders and CEOs who want to scale without adding layers or losing clarity.

What founders need most isn’t advice — it’s space to think.

Clarify and Decide

Cut through noise to identify what truly matters. Align strategy, priorities, and resources for maximum leverage.

Evolve as a Leader

Navigate the shift from builder to CEO. Strengthen presence, communication, and confidence under pressure.

Lead with Clarity
and Calm

Shape culture intentionally, align your team, and move through complexity with focus and control.

Investment & Commitment

Strategic partnerships are structured as ongoing monthly retainers, typically ranging from $5K–$10K per month. This includes regular 1:1 sessions, ad-hoc strategy calls, and confidential thought partnership when you need it most. I work with a small number of founders at a time.

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A Private Coach for Senior Tech Leaders

The leverage always starts with you, because new tools demand new levels of leadership. I work 1-on-1 with senior tech leaders to expand influence, strengthen presence, and lead with clarity and calm under pressure.

When your leadership is clear,
everything else aligns.

Clarify Your Leadership Identity

Get clear on who you are, what you stand for, and how you want to lead.

Expand Your
Influence

Build credibility across the organization and earn trust beyond your function.

Align Your Impact

Focus your energy and decisions on what drives results and fulfillment.

Investment & Commitment

Private coaching engagements typically start at $500 per month for bi-weekly sessions. Most leaders commit to at least six months to create meaningful momentum. I work with a limited number of individual clients at a time to ensure focus and impact.

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How It Works

Remote or In-Person

Most engagements are conducted remotely via video, with optional in-person sessions for team workshops or strategic planning. I work with leaders across North America and internationally.

Engagement Structure

Organizational engagements typically run quarterly with bi-weekly or monthly team sessions. Strategic partnerships and private coaching are 1:1 and structured around your rhythm — weekly, bi-weekly, or monthly as needed.

Who's a Good Fit?

You're leading a technical organization, building something meaningful, and committed to doing it with a smaller, sharper team. You value clarity over complexity and want a thought partner who understands the operational reality — not just the theory.

Works Alongside Your Existing Support

This isn't about replacing your advisors, board members, or internal coaches. I complement your existing relationships by focusing specifically on leadership leverage — the clarity, culture, and focus that multiply your team's capability.

Built on Experience — Proven in the Real World

At Groupon, I led a small, curated team tasked with building the company’s global merchant payments platform, serving 35 countries and billions in transactions during one of the most chaotic growth periods in tech history.

We weren’t the biggest team, but we were one of the most effective. While the company accelerated at breakneck speed, we built calm inside the storm — systems, culture, and clarity that let us move faster precisely because we stayed small.

We built leverage, not layers.

That experience changed how I lead, and now how I coach. I help founders and senior leaders apply the same principles to their own organizations: building clarity, culture, and focus that scale.

Appreciation

Image of Todd Webb

I’m Todd Webb

After more than 30 years leading teams, building products, and scaling organizations, I now partner with tech leaders to build cultures, systems, and habits that create leverage at every level.

Before coaching, I led engineering, and product teams at startups and global companies, including Groupon, where I built the global payments organization during its most rapid expansion. Those experiences taught me that leadership isn’t about control — it’s about clarity, culture, and focus.

I believe the best leaders create the conditions for others to thrive, they multiply capability rather than add complexity. That’s the heart of High-Leverage Leadership and everything I teach and coach today.

Extraordinary Leadership: Thoughts and Insights

Ready to lead with more leverage?

The leaders I work with don't chase scale — they create leverage. But I can only work with a limited number of clients at a time to ensure the depth and focus this work demands.

If you're committed to building clarity, culture, and focus in your organization — and you're ready to invest in that work — let's explore whether this is the right fit.

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