Our Philosophy
Winning is never accidental. It’s the result of a well-designed system - one built to perform, adapt to change, and deliver results.
At How to Win Advisory, we help executives who are asking tough questions:
Why is our strategy stalling?
Why aren’t we performing at the level we should?
How do we reduce cost without losing capability?
What’s really holding us back?
In our experience, the answer lies in how your organization is designed to perform.
Strategy. Culture. Structure. People. Process. Technology. Metrics.
When these elements are misaligned, performance stalls. But when they’re designed intentionally and executed with discipline, you unlock sustainable results.
Our approach isn’t a generic transformation playbook. It’s a battle-tested framework we call The Winning System - build on high-performance principles used by elite sports teams and winning businesses alike.
It’s how we help organizations redesign for performance, rebuild trust, and reignite execution. This isn’t about surface-level change. It’s about building an operating model that works.
Design the system. Win the game.
Introducing The Winning System
Every organization has seven interconnected levers of performance:
Strategy. Culture. Structure. People. Process. Technology. Metrics.
When these elements are aligned, organizations execute faster, operate smarter, and perform better. When they aren’t, performance stalls — no matter how strong the strategy is.
The Winning System brings these components together in an integrated flywheel — a model that helps leaders design, align, and sustain the systems that drive results.
It’s a system built for real-world conditions: dynamic markets, limited resources, and teams that need clarity and confidence to perform.
The Winning System Principles
At the core of The Winning System are seven principles that separate high-performing teams - in sport and business - from the rest:
“Clarity of purpose. Unity of effort. Know what you’re playing for—and what it takes to win.”
Every winning system starts by defining the game, the goal, and the standard of excellence. Without it, performance has no direction.
“Live the behaviours that make winning inevitable.”
Winning is a way of showing up every day. Define what's expected and embed it everywhere.
“Build your team with people who fit the culture - and play them where they perform best.”
Culture fit sets the tone. Role fit drives the result.
“Develop talent, inspire teams, and raise their game through continuous learning.”
Every person gets better or worse every day. Training and leadership make the difference.
“Make it easy to execute - by simplifying how the game is played.”
Complexity slows teams. Simplicity speeds them up.
“Use technology to simplify execution and strengthen feedback.”
When tools enable action and insight, performance improves.
“Keep score, coach constantly, and adapt to win.”
Real-time feedback drives improvement and focus.
These principles share how we diagnose, design and embed operating models that don’t just perform - they evolve and strengthen in line with your business needs.
Our Services
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Winning System Diagnostics
Rapid 3-4 week scans of how well your organization is set up to win
Focused assessments across key components (strategy, culture, processes, metrics, digital readiness)
Delivers fast insights and quick-win recommendations
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Winning System Packages
Structured programs to strengthen specific operating model components
Translate insights into action (e.g., reset culture, redesign structures, build leadership capacity, streamline processes, upgrade tools/metrics)
Adaptable to your context, delivering measurable improvements within a set timeframe
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Performance Sustainment
Ongoing partnership to optimize and evolve your Winning System
Regular pulses, KPI tracking, coaching, and advisory support
Ensures improvements are sustained, scaled, and aligned with changing goals
Contact us
Let’s win together. Connect to explore how we can help you win:
info@howtowinadvisory.com
+1 (403) 613-6875