Notes on enterprise software, AI, and human behavior

Curious about the real. Skeptical of the shiny.

Two decades inside enterprise software taught me that the gap between a great demo and a working system is where all the interesting problems live. I write about that gap.

Read the writing

Watching

Cloud Economics·Service Subscription·Personal Software vs SaaS·Applications to Agents·Agentic AI in the Enterprise·Economy of Tokens·Cloud Economics·Service Subscription·Personal Software vs SaaS·Applications to Agents·Agentic AI in the Enterprise·Economy of Tokens·

Writing

View all →
Adoption

The adoption gap nobody budgets for

Enterprises buy software at the speed of procurement and absorb it at the speed of trust. The gap between those two velocities is where most transformation programs quietly die.

June 1, 2026
Company watch

The Subscription Model Built an Industry. AI Is Now Breaking It.

SaaS spent 20 years perfecting a revenue model that AI just made obsolete.

July 1, 2026
Adoption

Building the Product Is No Longer the Hard Part

The bottleneck moved. Most people haven't noticed.

June 7, 2026
Hyperscalers

The Data Centre Was Never the Business. It Was Always the Moat.

AWS, Azure, and Google Cloud didn't just evolve into AI companies. They had no choice.

May 31, 2026

The Conversation

The interesting parts of the work rarely fit on a page. Ask what didn't make the cut.

What has Arun actually built?Ask →

Working Theses

My bet is that software is getting personal, built around one person instead of a million-user average. The only way to actually test that is to build the things, not just write about them. These are the ones I'm in the driver's seat of.

Learning to build with AI, by building with AI

Building notes from LearnWise : what changed when I swapped a no-code builder for a coding agent

Explore →

Building a Thinking Space With the Thing I Was Thinking About

I built this site using the same AI I was writing about. The experiment and the tool turned out to be the same thing and that felt like the right place to start.

Explore →

The Organisational Memory Engine

My extended memory which is a a local, LLM-powered layer that ingests my notes, extracts structured intelligence, and makes everything query able through a dashboard or plain-language chat

Explore →
Arun Pillai

Interested in what actually works — not what looks good on a slide.

Twenty-two years in enterprise software, moving from engineering into roles building large-scale services businesses from the ground up — subscription-based and transformation-focused service alike. The thread running through it all: design, build, scale.

These days I'm thinking about how enterprises actually absorb new technology — cloud ERP, agentic AI — and why the adoption rate so rarely matches the announcement rate.

Read more →