Technical Program Manager

Paul V Sebastian

Build. Measure. Learn. Repeat. ↻

Technical Program Manager building AI-native products and platforms.

I help teams close the gap between promising POCs and reliable production systems — from discovery and system design through integration, go-live, adoption, and scale.

8 years · Healthcare · Open Commerce · AEC · IoT

The Core Idea

Good systems are built in loops.

Most complex systems don't succeed because someone designed everything perfectly upfront. They improve through a tighter loop:

01

Build

Create something useful.

02

Measure

Understand what actually happens.

03

Learn

Find the gap between assumptions and reality.

04

Repeat ↻

Use what you learned to improve the next version.

The goal isn't just to ship. It's to continuously reduce the gap between what we think will work and what actually works.

This is the core philosophy behind how I approach AI systems, products, and delivery.

What I Focus On

Build

AI systems that survive production.

RAG · Agents · Multi-tenant AI · APIs · Integrations

I'm interested in moving beyond demos and building systems that can operate in real workflows.

Measure

What actually matters.

Quality · Reliability · Latency · Cost · Adoption · Delivery

If you can't observe it, you can't reliably improve it.

Learn

What reality teaches us.

Evaluations · Observability · User feedback · Failure analysis · Retrospectives

The most useful insights often appear after the system meets real users and real constraints.

Repeat ↻

Improve the system — and the way it gets built.

Iteration · Workflow redesign · Process improvement · Scaling · Automation

Selected Work

Evidence, Not Just Projects.

Multi-Tenant AI Assistant Builder

A self-service platform that enables organizations to create, test, and deploy their own AI assistants.

Build

  • Multi-tenant architecture
  • Tenant-isolated retrieval
  • Knowledge base management
  • RAG-based grounded responses
  • In-app testing
  • Controlled publishing

Python · OpenAI · Pinecone · Supabase · Langfuse

Measure

AI systems need evidence before they earn trust. The platform explores:

Evaluation gates · Response quality · Groundedness · Reliability · Latency · Cost

Learn

The hardest problems aren't just model problems. They emerge around:

Data boundaries · Retrieval · Evaluation · Security · Observability

Repeat ↻

Use evaluation and production signals to improve:

Knowledge → Retrieval → Response → Evaluation → Improvement

Agentic PMO

An AI-native workspace designed to augment Project and Delivery Managers — making project knowledge easier to access and act on.

Build

  • Understand project context
  • Search project artefacts
  • Answer delivery questions
  • Generate status summaries
  • Surface risks and dependencies

Measure

The important question isn't "Can it answer questions?" — it's "Does it improve the way delivery teams work?"

Time saved · Information retrieval quality · Reporting effort · Response usefulness · Adoption

Learn

AI is most useful when it reduces cognitive and coordination overhead, not simply when it generates text.

Repeat ↻

Use real project interactions to improve:

Context → Answer → Feedback → Better Context

From POC to Production

AI Transformation & Delivery Framework

Build

Start with a real problem: Discover → Scope → Design → Build

Avoid starting with "Where can we use AI?" Start with "What problem is worth solving?"

Measure

Define success before scaling.

Business Impact · Quality · Reliability · Cost · Adoption

Learn

Find where assumptions break:

Data quality · Workflow fit · User behaviour · Model limitations · Integration constraints

Repeat ↻

Pilot → Evaluate → Improve → Scale

Enterprise Platform Delivery

Building systems at scale — B2B platforms across Healthcare, Open Commerce, AEC, and IoT.

Build

Owned delivery across:

Discovery → Requirements → Integration → Go-Live → Adoption → Scale

Measure

At scale, delivery isn't just about tracking timelines. You need visibility into:

System Health · Quality · Adoption · Dependencies · Risk

Learn

The hardest problems are rarely isolated technical problems. They sit between:

People × Product × Technology × Process

Repeat ↻

Improve both the product and the system used to deliver it.

10+

Platform Modules

9K+

Members Supported

250K+

Daily Requests

Multi-million

Request Systems

How I Work

Closing the Gap Between Assumptions and Reality

01

Build

What's the smallest useful system we can create?

↓
02

Measure

What signals tell us whether it actually works?

↓
03

Learn

What did reality teach us?

↓
04

Repeat ↻

What should change next?

BUILD BETTER. Then repeat.

Current Focus

What I'm Exploring Now

AI Systems

RAG · Agentic Workflows · Evaluations · LLMOps · Observability

AI Reliability

Quality · Groundedness · Reliability · Latency · Cost

AI-Native Organizations

How AI changes the way teams: Think → Decide → Act

Continuous Learning Loops

How tighter Build → Measure → Learn loops change the speed and quality of delivery.

About

Hi, I'm Paul.

I'm a Technical Program Manager with 8 years of experience building, shipping, and scaling B2B platforms — across Healthcare, Open Commerce, AEC, and IoT, owning work from discovery through integration, go-live, adoption, and scale.

Today, I'm focused on the next shift: how do we build AI-native products and organizations that continuously learn from reality?

Build something useful. Measure what happens. Learn from reality. Repeat. ↻

Contact

Building AI-native products or platforms?

If you're trying to close the gap between POC → Production, I'd love to connect.

Technical Program Management · AI Systems · Product Delivery · AI Transformation