AI & Digital Transformation Leader with 20+ Years of Enterprise Experience
I'm Matteo Ressa — a digital product leader, founder, and AI advisor based in Luxembourg City. I've spent my career building platforms that serve millions of users and generate billions in transactions, working with companies like Amazon, Vodafone, and Founder Institute.
Today I work as a Fractional CPO and strategic consultant, helping ambitious startups and growing enterprises accelerate their digital journeys — combining executive-level thinking with hands-on execution.
20+
Years Experience
$11B+
Platform Impact
150K+
Users Delivered
4
Startups Founded
From enterprise tech to founding my own practice
Founder & Principal Consultant
RD Consulting – Luxembourg
Advisory practice supporting startups and scale-ups in digital transformation, AI adoption and product innovation. Providing fractional CPO leadership and strategic advisory to founders and executives.
AI Transformation Advisor
Toptal Network – Global (Top 3% of Talent)
Selected as part of Toptal's global network of senior technology leaders. Advising companies on AI platforms, automation solutions and digital product strategy across banking, fintech, and marketing technology.
Director of Product Technology
Thrifty Traveler – Remote (United States)
Built and led the product and technology function for a digital travel platform. Delivered web and mobile platforms serving 150,000+ users and generating $15M annual revenue. Introduced AI-enabled features improving operational efficiency.
Founder & CEO
ChefPassport – Luxembourg / Global
Founded a global platform delivering virtual and in-person culinary team-building experiences for corporate clients. Reached €200K+ ARR serving 700+ global teams including Google, Netflix, and P&G.
Technical Product Manager
Amazon – Luxembourg
Led product strategy for Amazon's EU vendor ecosystem. Built Amazon's first European ecosystem of third-party SaaS providers enabling 40,000 sellers and $11B in marketplace turnover. Managed platforms used by 3,000+ vendor managers.
Digital Solution Manager
Vodafone – Italy
Led digital transformation initiatives across Vodafone's online services and customer platforms. Managed €1.5M digital programmes delivering CRM dashboards and digital sales tools for 32 million customers.
IT Senior Consultant
Reply – Italy
Delivered digital transformation for enterprise clients in banking, energy, telecom and utilities. Designed and implemented enterprise web portals and digital service platforms.
Core Expertise
- Enterprise Digital Transformation
- AI & Intelligent Automation
- Digital Platform Strategy
- AI-Enabled SaaS Platforms
- Marketplace & Ecosystem Platforms
- Product Leadership & Scaling
- Data-Driven Product Strategy
- Startup & Innovation Leadership
- Agile / SCRUM Delivery
- UX Strategy & Enhancement
- SEO & Growth Strategy
- Tech Talent Acquisition
Education
MSc – ICT, Artificial Intelligence Specialization
University of Milan
Graduated 110/110 cum laude. Coursework: Machine Learning, Neural Networks, Expert Systems, Semantic Web.
MSc – Digital Business Management
University of Milan
BSc – Information Technology & Software Engineering
University of Milan
Languages
Entrepreneurship
Mentor
Founder Institute Luxembourg
Director
Founder Institute Luxembourg
Founder
Product Lab (Benelux)
Ready to transform your digital strategy?
Book a free 30-minute discovery call. No pitch, no pressure — just a conversation about where you are and where you want to go.
matteo@ressadigitalconsulting.com · +352 691 25 87 02 · Luxembourg City