From Founder to Scalable CEO - By Design.


Our Mission
We fuel the growth of technology companies by empowering leaders with the insight, expertise, and community to scale with clarity and confidence.
Our Story
The Holistic CEO
At Hyperscale, we fast-track founder growth by combining executive coaching, peer connection, and structured learning into a unified experience.
Our approach is unique: we don’t just focus on business strategy and best practices - we support the whole founder. That means integrating tools for personal resilience alongside tactical leadership development.
We walk with CEOs through every stage of their journey, offering not just strategic insight, but a grounded presence. In the most demanding, high-stakes environments, we help founders lead with clarity, strength, and heart.
What We Do
Our Mission is to equip exceptional CEOs and founders with the clarity, resilience, and strategic support needed to lead and succeed in high-velocity companies.

CEO Cohort
Our program begins with quarterly cohort meetings, where a carefully selected group of CEOs come together for a full-day, in-person session designed to support both their growth as leaders and the success of their companies.
Each session draws on our HyperscaleCEO Learning Paths and practical tools, helping CEOs build critical skills, navigate real-world challenges, and gain fresh perspective.
More than just a business forum, these gatherings provide a trusted space for reflection, connection, and peer-driven support on the full journey of leadership.

1-On-1 Coaching
In parallel to the cohort meetings, each CEO receives biweekly 1:1 coaching sessions.
These sessions are tailored to the CEO’s unique needs, focusing on both strategic leadership and personal growth.
The goal is to provide clarity, build resilience, and empower the CEO to make high-impact decisions with confidence.

Learning Paths
To accelerate leadership growth, CEOs have access to a library of carefully curated Learning Path Exercises, purpose-built to meet the demands of leading high-velocity, investor-backed companies.
Each exercise is tailored to the individual needs of the CEO, addressing critical areas for scaling from personal leadership and strategic clarity to team development and operational excellence.
Blending practical tools with proven strategic frameworks, these exercises empower CEOs to lead with greater focus, confidence, and impact.
Our Six Pillars of Leadership
Carefully curated exercises blending practical tools and strategic frameworks. Each CEO works through a customized path based on their company's stage and leadership priorities.
Motivation and Focus
You sustain the energy, clarity, and resilience required to build an enduring company. Amid pressure and distraction, you stay steady, focused, and committed to the long game.
Capital and Resources
You define and communicate a compelling business model that attracts both capital and exceptional talent. You secure and deploy the resources needed to build a company of scale and consequence.
Exceptional Leadership
You select and develop stage-appropriate, high-performing teams, setting clear standards and expectations. You hold people accountable and make tough decisions decisively and on time.
Execution and Process
You drive disciplined execution by focusing on the few processes that matter most. Leveraging a Business Operating System (BOS), you create operational rigor, clarity, and accountability across the organisation.
Strategy and Alignment
You articulate a compelling, market-dominating vision and translate it into a clear strategy and executable plan. You align the organisation around it, remaining consistent in direction while adaptive in execution.
CEO Resilience
You build a thriving company and achieve a dream exit without sacrificing your well-being or relationships. You sustain personal vitality alongside professional success.
Our Team.
We're a team of founders, operators, and coaches who've lived the realities of building high-growth companies. We bring hard-won experience, honest perspectives, and genuine commitment to every CEO and founder we work with.

Dermot Duggan
Founder, CEO and Coach
About Dermot:
Dermot is a globally recognized leadership coach and advisor to some of the world’s most consequential software companies. As Founder of HyperscaleCEO and Managing Director of 10XCEO USA as well as two U.S. venture investment funds, he has helped drive over 40 successful exits and billions in enterprise value creation.
Prior to founding Hyperscale, Dermot held senior roles at industry-defining companies including Hewlett-Packard, Steve Jobs’ NeXT Computer, and Sun Microsystems, leading global functions and initiatives.

Matthew Scullion
Resident Entrepreneur & CEO
About Matthew:
Matthew is the CEO and founder of Matillion, a global leader in data productivity software, backed by General Atlantic, Battery Ventures, and Lightspeed. Under his leadership, Matillion reached a valuation of $1.5 billion.
Named EY UK Entrepreneur of the Year in 2021 and listed as a Datanami Person to Watch in 2022, Matthew also serves on the UK Prime Minister’s Business Council.

Alexander Duggan
Head of Product
About Alexander:
Alexander Duggan is Head of Product at HyperscaleCEO, where he works alongside leadership to translate complex technological shifts into actionable strategy for executives. Prior to joining Hyperscale, Alex spent over six years in fraud analytics and digital banking operations across Bank of Hawaii, Kraken, and Central Pacific Bank, roles that taught him how quickly emerging technology can reshape entire industries, and how rarely organizations are prepared for it.
He holds a B.S. in Psychology from Chaminade University of Honolulu.

Gregory Duggan
Head of Customer Experience
About Gregory:
Gregory is the Head of Customer Experience at Hyperscale. In this role, he oversees the journey of executive learners within the Hyperscale CEO Academy, ensuring that the high-level time management and operational strategies delivered meet the rigorous needs of global business leaders.
With 10 years of experience spanning arts education, customer success, and graphic design, Gregory brings a multi-disciplinary POV to the scaling of professional communities.




























