Jorge Oguilve · Builder-Architect

I design and build the operational systems companies run on

Integrations, data pipelines, and AI-assisted automation. The boring stuff that matters, where a silent failure means wrong numbers on a dashboard, a missed compliance step, or a broken client experience.


What I actually do

Most companies outgrow their tools before they realize it. Processes that once ran on spreadsheets and manual handoffs now span five platforms, three teams, and dozens of automations that were never designed to work together.

I'm the person who learns how the business actually operates, designs the system it needs, and builds it. Not just the happy path: the failure modes, the edge cases, the "what happens at 2am when nobody's watching" scenarios.

01

Process and data architecture

I map how a business really works, not how someone documented it two years ago, and design the operational system it needs. Data models, lifecycle states, sources of truth, failure handling, the full picture.

02

Multi-system integration

CRM to invoicing. Property management system to reporting. Compliance screening to investor onboarding. I connect systems that were never designed to talk to each other, and make sure they keep talking.

03

AI where it earns its place

LLM document extraction inside production workflows, with the guardrails that make its output safe to write into a system of record: measured against real data, conflicts reported instead of guessed, every run logged.

04

Automation with accountability

I build automations that handle real consequences: money, compliance, client experience. That means monitoring, error handling, documentation that stays true, and someone watching whether it's actually running.


Case studies

These are real projects. Real constraints. Real consequences for getting it wrong.

Commercial Real Estate · AI Extraction

The model wasn't the problem: rebuilding AI extraction in a lease deal pipeline

Everyone blamed the AI for missing rent figures. The real cause was a file conversion that deleted every tracked change before the model ever saw the document. How I found it, and the pipeline I rebuilt around what it taught me.

OpenAI API Airtable Zapier Microsoft Graph
Commercial Real Estate · Data Architecture

One dashboard, seven sources: a reporting layer you can trust

Consolidating a property portfolio's operational data into a single reporting base, and the sync forensics that explained why a third of active leases showed $0 rent.

Airtable Power Automate Data Modeling Sync Design
Real Estate Investment Fund · Compliance

Automated Sanctions Screening for Investor Onboarding

Transforming a manual compliance process into an automated pipeline that screens investors against global sanctions databases (OFAC, FinCEN, SEC) before a single dollar is accepted.

LSEG World-Check API HubSpot Airtable Compliance
Internal Tool · Built in a Weekend

AutoPulse: Automation Health Monitoring

When your automation platforms can't tell you they've stopped working, you need something outside the blast radius watching on your behalf. I designed and built a centralized monitoring system that runs 24/7 at zero cost.

Cloudflare Workers D1 Observability $0/month

Frameworks

How I think about the decisions behind the systems. Reusable thinking tools from real projects.

Framework · Documentation

Documentation That Stays True

Docs for a live system start going stale the day they're written. Six files, a handful of rules, and the reasoning that keeps a system's documentation honest across months of changes, many people, and many AI sessions.

Documentation AI-Assisted Delivery Systems Thinking
Framework · Decision Documentation

The Architecture Decision Record

Most technical recommendations die in meetings, not because they're wrong, but because they were never written down. A practical guide to the document that changes that.

ADR Systems Thinking Communication Architecture

Tools I work with

The tool is never the point, the process is. But for the record:

Airtable Zapier Make.com Power Automate HubSpot Microsoft Graph / SharePoint OpenAI API Cloudflare Workers Zoho FSM QuickBooks Online Fillout SendGrid REST APIs GraphQL OAuth 2.0 Webhooks JavaScript / Node.js Python
My edge isn't the tools. It's that I've built enough systems with real consequences (money, compliance, client experience) to know what breaks and why. I design around failure, not just functionality.

Let's talk

If your team's operations run on interconnected systems and you need someone who can own them end to end, I'd like to hear about it.