Roberto Aguirre Guardia
Technology Leader (Head of AI) · Technology Strategy & AI Systems Architecture · LLM Agents in Production (Evals, Guardrails, Observability) · Leading Distributed Engineering Teams (LatAm) · Cloud, APIs, Integrations & Data · Resilience, Monitoring & Governance · Business to Technology at Executive Level · Native Spanish, English C1
Bogotá, Colombia · Remote (US East / LatAm) aguirrerjg@gmail.com +57 317 675 0419 linkedin.com/in/roberto-javier-aguirre-guardia

Summary

Technology leader with 15+ years and progressive leadership responsibility, currently Head of AI. I set technology strategy and AI systems architecture, lead distributed engineering teams, and translate business needs into what gets built at executive level, pushing back when the ask is wrong. I have real depth in LLM agents in production: I know what they break on (evals, guardrails, observability, data governance, human oversight). I am technical enough to be trusted but not to write the code: I read the architecture, challenge design decisions, and evaluate vendors on the merits. I work across cloud (Azure), APIs, integrations and data, and own monitoring, observability and documentation so nothing critical depends on one person. Business minded, I connect technical investment to revenue. I took a program from crisis to reliable delivery. Systems Engineer with an MBA. Native Spanish, professional English (C1).

Experience

Head of AI · Technology Strategy, AI Architecture & Engineering Direction · DigitalHubAssist LLC Oct 2024 · Present
Remote · US company, AI / SaaS platform (startup)
Consulting Manager · Distributed Engineering Teams, Turnaround & Executive Partnership · NTT DATA Apr 2021 · Oct 2024
Global technology consultancy (GSI) · Financial services (banking, Grupo AVAL)
Project Manager / Digital Transformation Lead · Platform Delivery & Vendor Management · VASS (2018·21) · GlobalHitss (2015·18) · Tecnocom (2012·15) 2012 · 2021
Pensions · Health insurance · Public Sector

Education & Teaching

Systems Engineering · U. de Lima (Top Third) · MBA + Specialization, Tecnológico de Monterrey · Founding Professor of Innovation, Project Management Specialization, U. Sergio Arboleda 1999 · 2004

Core Competencies

Technology Strategy · Build vs Buy · Platform Standardization · Vendor Evaluation AI Systems Architecture · LLM Agents in Production · Evals · Guardrails · Observability Leading Distributed Engineering Teams (LatAm) · Hiring & Raising the Bar Technical Depth without Writing Code: Read Architecture · Challenge Design · Evaluate Vendors Cloud (Azure) · APIs · Integrations · Data · CI/CD · Docker Resilience & Continuity: Observability · Monitoring · Documentation · Data Governance Business to Technology at Executive Level · Investment to Revenue · Turnaround Startup Mindset · Systems Engineer · MBA · Native Spanish · English C1