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Greg Sherwin

Greg Sherwin

Human-Centered Tech Leader | Ecosystem Problem Solver

Location icon Lisbon, Portugal

About

I am devoted to solving complex systems problems at the ecosystem level with a human-centered approach. Through collaborative leadership, diverse teams, deterministic engineering, and probabilistic data platforms, I enable innovation that bridges technology and humanity. Over two decades as an engineering and product executive across Silicon Valley and Europe, I’ve mentored startups, advised boards, authored books, and served as a Singularity University global faculty member. I thrive on bringing together diverse expertise to address today’s most challenging systemic problems while inspiring others to imagine and build more human futures.

Job Categories

Executive Leadership
Product Management
Consulting

Industries

Technology & Innovation
Education & Leadership Development
Sustainability & Circular Economy

Top Skills

Human-Centered Systems Leadership
Ecosystem Problem Solving
Deterministic & Probabilistic Engineering
Strategic Product Development
Collaborative Innovation & Mentorship
AI & Data Platform Strategy
Board Advisory
Public Speaking

Special Interests

Complexity Science
Systems Thinking
Collaborative Leadership
Exponential Technologies
Ecosystem Innovation
Available
Clock icon
Part-time
Fractional
Remote
Hybrid
Onsite

A
Advising
C
Consulting
F
Fractional Leadership
M
Mentoring
S
Speaking
T
Teaching

What I Offer

I help organizations solve complex, systemic problems with a human-centered and ecosystem-based approach. My expertise lies in leadership, innovation frameworks, and building collaborative systems that address today’s greatest challenges.

Human-Centered Systems

Designing platforms and processes that integrate technology and humanity.

Experimentation Frameworks

Building organizational cultures of scientific testing and learning.

Ecosystem Innovation

Addressing complex challenges at the ecosystem level through collaborative leadership.

Ask Me About

Human-Centered Systems Leadership
Ecosystem Innovation & Complex Problem Solving
Deterministic & Probabilistic Engineering
Building Experimentation Cultures at Scale
Collaborative Leadership for Diverse Teams
Strategic Mentorship for Startups & Scaleups
Future-Focused Innovation Frameworks

Human-Centered Ecosystem Strategy

Description
For organizations tackling complex systems challenges. I design frameworks that integrate people, technology, and ecosystems to drive impactful outcomes.
Outcomes
Clear pathways for systemic solutions, actionable strategies, and measurable ecosystem impact.

Innovation Mentorship

Description
For startups, scaleups, and innovation leaders. I provide strategic guidance and hands-on advisory to enable sustainable growth and future-focused impact.
Outcomes
Refined strategy, scalable solutions, and accelerated innovation.

Experimentation Systems & Frameworks

Description
For organizations seeking to embed experimentation at scale. I build systems that enable data-driven learning, decision-making, and transformative growth.
Outcomes
Increased organizational learning, agile processes, and measurable outcomes.

Future-Focused Leadership Workshops

Description
For leaders and teams navigating systemic challenges. I facilitate systems thinking and human-centered design workshops to empower creative, collaborative problem-solving.
Outcomes
Aligned teams, actionable solutions, and strengthened leadership capacity.

Wisdom at Work

Notable Roles

Senior Principal Engineer – Farfetch

Led experimentation systems and ecosystem-driven strategies that empowered a distributed culture of data-driven innovation, benefiting over 6,000 employees.

VP of Engineering – Singularity University

Architected scalable, global systems enabling exponential learning and innovation across 50+ countries and 100+ chapters.

Strategic & Technical Advisor – Self Employed

Advised startups and corporations on emerging technologies, systems design, and ecosystem-based solutions for sustainable growth.

Areas of Expertise

Human-Centered Ecosystem Leadership

I solve large-scale, systemic problems by bringing people, technologies, and ecosystems together. I focus on humanizing technology to drive impactful and sustainable solutions.

Deterministic & Probabilistic Systems Engineering

Combining rigorous engineering principles with data-driven adaptability, I design solutions that address uncertainty while maintaining reliable outcomes.

Collaborative Innovation

As a startup mentor, board advisor, and faculty member, I guide teams and leaders toward scalable innovation, ensuring impact through diverse, collaborative leadership.

Key Achievements

Ecosystem Leadership for Global Platforms

Architected scalable, human-centered platforms for Singularity University, empowering a global innovation network and exponential technology education.

Building Experimentation & Innovation Systems

Designed and scaled global experimentation cultures at Farfetch, earning industry recognition for measurable impact and transformative results.

Board Advisory & Mentorship

Mentored startups, guided growth-stage scaleups, and served on global boards, enabling leaders to build human-centered solutions for complex challenges.

Knowledge backed by experience combined with a philosophically informed perspective that better withstands the tests of time

Summary of Skills

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Greg Sherwin is a member of OpenWater Group — a trusted community and platform where seasoned professionals reimagine success through shared wisdom and meaningful connections.
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