Sebastián Silva

Technology Executive & Strategic Advisor

THE ADVISOR FOR SCALE & TRANSFORMATION

A seasoned technology leader with over 25 years of experience, I specialize in scaling platforms, driving digital transformations, and integrating AI/GenAI across diverse, regulated industries including fintech, travel, retail, logistics, and e-commerce.

My expertise lies in bridging strategic vision with practical execution, building high-performance global teams, and skillfully navigating complex M&A integrations. As a Fractional CTO and Advisor, I empower startups and scale-ups to achieve resilient growth, optimize operations, and leverage technology for a distinct competitive advantage.

Fluent: Spanish, English, Italian

VALUE ACCELERATION

I partner with founders, boards, and executives to:

  • Build Scalable Tech Organizations: Develop robust tech infrastructures from the ground up, particularly in regulated environments.
  • Architect AI-Driven Platforms: Modernize legacy systems and enhance efficiency through advanced AI integration.
  • Lead Seamless M&A Integrations: Unify teams, architectures, and cultures for successful post-merger transitions.
  • Develop Strategic Roadmaps: Align technology initiatives with key business goals for funding, expansion, and ROI maximization.
  • Mentor CTOs and Leaders: Cultivate innovation, ensure security, and foster high-performance cultures within technology teams.

CORE TECHNICAL EXPERTISE

AI & Data Strategy

GenAI integration, machine learning, predictive analytics, neural networks.

Leadership & Scale

Organizational design, global team building, digital transformation, M&A due diligence.

Architecture & Infrastructure

Cloud (AWS/GCP), microservices, DevOps, distributed systems.

Industry Focus

Fintech (core banking, payments); E-commerce/Retail (supply chain, fulfillment); Travel (booking engines).

Advisory & Mentorship

CTO coaching, board advisory, technical audits, public speaking.

IMPACT HIGHLIGHTS

Ualá – Global CTO (2021–2025)

Fintech Scale
  • Built a federated tech organization across Argentina, Mexico, and Colombia, supporting millions of users.
  • Led the AI-powered digital transformation of two acquired banks (M&A integration).
  • Scaled platforms with enhanced security and reliability for multi-country expansion.

Yoox Net-a-Porter – Global Platform Director (2014–2019)

E-commerce/M&A
  • Platformized global supply chain (OMS, WMS, 3PL); managed 200+ engineers across multiple countries.
  • Successfully merged complex tech stacks post-merger, establishing a high-availability microservices architecture.

Travelocity/Sabre – Senior Engineering Manager (2007–2014)

Digital Transformation
  • Pioneered DevOps adoption and led migration to AWS for high-traffic systems.
  • Delivered systems for checkout, vacations, and advertising, significantly increasing ROI.

MEDIA & RECOGNITION

  • Featured on EY FinTech Beyond Borders podcast and Economix TV (Fintech in LatAm).
  • Speaker at Fintech Summit Latam and Digital Business Latam.
  • Contributor to "Agile IT Organization Design" book.

ENGAGEMENT

Available for Fractional CTO roles, board advisory, technical due diligence, and mentorship.

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