Madeira, Portugal · Available globally

AI Automation Architect.
Production Engineer.

I design AI systems that automate real business workflows — safely, measurably and in production.

20+ years building software, distributed systems and production platforms.

Oscar Caldeira, AI Automation Architect and Principal Engineer

What I do

AI that does work,
not just talks.

I build systems that interpret emails and documents, consult business knowledge, interact with existing software, execute workflows and leave an auditable record of what happened.

AI Agents & Agentic Workflows

Systems that interpret inputs, choose bounded actions, use existing tools and request human approval when necessary.

RAG & Enterprise Knowledge

Reliable access to internal documents and business knowledge with retrieval, citations, permissions and evaluation.

Business Process Automation

Workflows that move information, apply rules and complete repetitive operational steps without adding another dashboard.

AI Integrations

Connections between models, email, documents, APIs, CRMs and the software your organization already uses.

AI Architecture & Guardrails

Explicit scope, permissions, budgets, audit trails, fallbacks and controls for every autonomous action.

Backend & Cloud Systems

The APIs, queues, data flows, observability and deployment foundations that make AI useful in production.

The kind of problems I solve

Start with the work.
Then decide if AI belongs.

  • 01Your team copies information between email, Excel and CRM.
  • 02Customer requests require repetitive manual triage.
  • 03Employees spend hours searching internal documents.
  • 04Sales leads arrive but follow-up is inconsistent.
  • 05Documents need extraction, classification or validation.
  • 06Several tools exist but none of them communicate properly.
  • 07A workflow requires human decisions but most steps are repetitive.

If a process happens repeatedly, follows rules and consumes human time, it is probably worth examining.

Not everything should be automated.

How I think about AI

AI in production is a
software engineering problem.

Building a demo is easy. Production introduces permissions, cost limits, failures, hallucinations, observability, retries, security, auditability, human approval, model changes and data quality.

AI is becoming easier to build. Reliable AI systems are not.

01

Observe

02

Reason

03

Act

04

Verify

05

Escalate

Every autonomous action should have:

ScopePermissionsBudgetLogsFallbackKill switch

Experience

20+ years building things
that have to work.

From backend software to technical leadership, regulated healthcare and AI systems — across SaaS, distributed systems, APIs, cloud and DevOps.

  1. 2005

    Software Engineer

    Built business platforms and learned production from the inside: users, failures, data and operational constraints.

  2. 2010

    Technical Lead

    Moved from implementation into architecture, delivery ownership and technical coordination.

  3. 2016

    Engineering & Architecture

    Designed APIs, integrations, CRM and workflow platforms for distributed teams and clients.

  4. 2022

    Technical Manager

    Led delivery and healthcare interoperability work in a regulated US HealthTech environment.

  5. 2024

    AI Architecture

    Defined an AI-enabled healthcare platform, coordinated engineering and AI specialists, and established cloud delivery practices.

  6. Now

    Principal-level execution

    Combine AI automation, backend architecture and hands-on production engineering from Madeira, Portugal.

Founder — Cre4tiva: independent product exploration alongside professional engineering work.

Selected work

Systems, not demos.

Most of my professional work is private. These summaries describe the problem and engineering decisions without exposing confidential code or customer data.

01

Professional

AI-enabled healthcare knowledge

Problem
Clinical information had to be made useful through an AI-assisted product without treating model output as unquestionable truth.
Approach
Defined technical requirements, coordinated engineering and AI work, and designed retrieval and LLM interaction flows.
Architecture
Azure, Python, LLM workflows, vector search, Docker and CI/CD.
Outcome
Delivered a secure platform foundation from concept through deployment, with bounded AI workflows for medical information use cases.
02

Professional

Healthcare interoperability

Problem
A regulated platform needed dependable connections with multiple healthcare providers and interoperability systems.
Approach
Coordinated delivery, vendors and stakeholders while implementing FHIR, HL7 and third-party API integrations.
Architecture
AWS, FHIR, HL7, REST APIs, SQL and production observability.
Outcome
Improved the reliability and visibility of critical integration workflows while supporting HIPAA and HITRUST requirements.
03

Professional

Legacy platform modernization

Problem
A mature municipal operations platform needed new delivery without destabilizing long-running production behavior.
Approach
Modernized backend code, maintained APIs and jobs, diagnosed regressions, and strengthened automated tests and deployment safety.
Architecture
PHP, MySQL, REST APIs, Docker, background processing and CI/CD.
Outcome
Supported safer ongoing delivery while progressively modernizing production-critical components.

My principles

Useful constraints.

01

Not every problem needs AI.

02

Agents should have less authority than the humans supervising them.

03

Automation should remove work, not create another dashboard.

04

If you cannot observe an AI system, you cannot trust it.

05

AI should fail safely.

06

A good AI architecture assumes the model will eventually be wrong.

Writing / thinking

What I'm thinking about.

AI automationAI agentsAI safetyProduction engineeringArchitectureVibe codingEngineering leadership
Book cover of La Mentira del Vibe Coding by Oscar Caldeira

Published book · Available on Amazon

La Mentira del Vibe Coding

La IA puede escribir tu código. Tú tendrás que responder cuando falle.

A practical argument for keeping engineering judgment, architecture and accountability at the center of AI-assisted software development.

View the book on Amazon →

Work with me

OPTION B

Hiring?

I'm open to Principal, Staff, AI Architect, Forward Deployed and senior engineering roles where architecture and execution matter.

Hire Me →
Prefer a direct professional channel? Connect on LinkedIn or download my CV.